Direct β‐ and γ‐C(sp3)−H Alkynylation of Free Carboxylic Acids
In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp3)−H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required....
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| Published in | Angewandte Chemie International Edition Vol. 59; no. 51; pp. 23127 - 23131 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
WEINHEIM
Wiley
14.12.2020
Wiley Subscription Services, Inc John Wiley and Sons Inc |
| Edition | International ed. in English |
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| Abstract | In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp3)−H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α‐quaternary and challenging α‐non‐quaternary can be used as substrates. Additionally, the alkynylation in the distal γ‐position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained.
No detours—The direct C(sp3)−H alkynylation of free carboxylic acids in the β‐ and γ‐position is achieved using a Pd‐catalyst with a newly discovered ligand class. The synthetic method features a broad scope including preliminary findings on an enantioselective variant and can be conducted on a preparatively useful scale. |
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| AbstractList | In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp
)-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α-quaternary and challenging α-non-quaternary can be used as substrates. Additionally, the alkynylation in the distal γ-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp3 )-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α-quaternary and challenging α-non-quaternary can be used as substrates. Additionally, the alkynylation in the distal γ-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. Abstract In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp 3 )−H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α‐quaternary and challenging α‐non‐quaternary can be used as substrates. Additionally, the alkynylation in the distal γ‐position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp 3 )−H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α‐quaternary and challenging α‐non‐quaternary can be used as substrates. Additionally, the alkynylation in the distal γ‐position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. No detours—The direct C(sp 3 )−H alkynylation of free carboxylic acids in the β‐ and γ‐position is achieved using a Pd‐catalyst with a newly discovered ligand class. The synthetic method features a broad scope including preliminary findings on an enantioselective variant and can be conducted on a preparatively useful scale. In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp(3))-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both alpha-quaternary and challenging alpha-non-quaternary can be used as substrates. Additionally, the alkynylation in the distal gamma-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp3)−H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α‐quaternary and challenging α‐non‐quaternary can be used as substrates. Additionally, the alkynylation in the distal γ‐position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. No detours—The direct C(sp3)−H alkynylation of free carboxylic acids in the β‐ and γ‐position is achieved using a Pd‐catalyst with a newly discovered ligand class. The synthetic method features a broad scope including preliminary findings on an enantioselective variant and can be conducted on a preparatively useful scale. In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp3)−H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α‐quaternary and challenging α‐non‐quaternary can be used as substrates. Additionally, the alkynylation in the distal γ‐position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained. |
| Author | Gemmeren, Manuel Ghiringhelli, Francesca Uttry, Alexander Ghosh, Kiron Kumar |
| AuthorAffiliation | 1 Organisch-Chemisches Institut Westfalische Wilhelms-Universität Münster Corrensstraße 36 48149 Münster Germany |
| AuthorAffiliation_xml | – name: 1 Organisch-Chemisches Institut Westfalische Wilhelms-Universität Münster Corrensstraße 36 48149 Münster Germany |
| Author_xml | – sequence: 1 givenname: Francesca surname: Ghiringhelli fullname: Ghiringhelli, Francesca organization: Westfalische Wilhelms-Universität Münster – sequence: 2 givenname: Alexander surname: Uttry fullname: Uttry, Alexander organization: Westfalische Wilhelms-Universität Münster – sequence: 3 givenname: Kiron Kumar surname: Ghosh fullname: Ghosh, Kiron Kumar organization: Westfalische Wilhelms-Universität Münster – sequence: 4 givenname: Manuel orcidid: 0000-0003-3080-3579 surname: Gemmeren fullname: Gemmeren, Manuel email: mvangemmeren@uni-muenster.de organization: Westfalische Wilhelms-Universität Münster |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/32898310$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1002/chem.201603263 10.1021/jacs.5b07424 10.1021/jacs.6b13389 10.1002/adsc.201301180 10.1038/ncomms14308 10.1021/acs.orglett.9b02741 10.1021/ol503248f 10.1039/c9sc04482e 10.1021/acs.orglett.6b01319 10.1002/chem.201901803 10.1002/anie.200906755 10.1021/ja206002m 10.1039/c5qo00004a 10.1016/j.addr.2008.02.004 10.1021/jacs.0c01214 10.1039/c8cs00201k 10.1016/j.tetlet.2005.12.104 10.1021/ja0701614 10.1002/anie.202003271 10.1021/jacs.9b10868 10.1021/ar200185g 10.1002/chem.201705449 10.1002/anie.202002362 10.1021/ja016280f 10.1002/anie.201907262 10.1002/anie.201301451 10.1055/s-0037-1610150 10.1002/anie.201107334 10.1002/anie.201706367 10.1021/jacs.8b03509 10.1021/ol901049r 10.1021/ja400648w 10.1007/s11426-015-5392-z 10.1021/jacs.8b06527 10.1002/anie.201813055 10.1002/anie.201105894 10.1021/acs.organomet.6b00529 10.1016/j.neulet.2010.04.013 10.1039/c2cs35034c 10.1055/s-0039-1690720 10.1002/anie.201610580 10.1002/asia.201800102 10.1002/adsc.201801022 10.1002/anie.201610426 10.1021/jacs.9b01124 10.1021/acscatal.8b04946 10.1002/anie.201600791 10.1126/science.aal5175 10.1002/ange.201600791 10.1002/ange.201107334 10.1002/ange.200906755 10.1002/ange.201610426 10.1039/C5QO00004A 10.1002/ange.201907262 10.1002/ange.201813055 10.1002/ange.201301451 10.1039/C9SC04482E 10.1039/C8CS00201K 10.1038/s41586-019-1859-y 10.1002/ange.201105894 10.1002/ange.202003271 10.1002/ange.201706367 10.1039/C39910001242 10.1111/j.1742-7843.2011.00702.x 10.1002/ange.201610580 10.1002/ange.202002362 10.1038/s41467-017-01822-8 |
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| Keywords | Alkynylation C(SP)-H BONDS ACTIVATION BETA-C(SP)-H ARYLATION FUNCTIONALIZATIONS ALPHA-AMINO-ACIDS Palladium Carboxylic acids C-H BONDS C-H activation CATALYZED DIRECT ETHYNYLATION DERIVATIVES SP Ligand-enabled catalysis C−H activation |
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| Notes | https://doi.org/10.26434/chemrxiv.12770468.v1 Dedicated to Prof. Antonio M. Echavarren on the occasion of his 65th birthday . A previous version of this manuscript has been deposited on a preprint server ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 A previous version of this manuscript has been deposited on a preprint server (https://doi.org/10.26434/chemrxiv.12770468.v1). |
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| References | 2017; 8 2018; 360 2020 2020; 59 132 2020; 11 2017; 355 2013 2013; 52 125 2018; 47 2009; 11 2015; 137 2020; 52 2017; 36 2019; 21 2012 2012; 51 124 2019; 25 2010; 476 2014; 16 2020; 577 1985 2008; 60 2015; 2 2018; 29 2015; 58 2019; 9 2001; 123 2007; 129 2018; 140 2020; 142 2017; 23 2008 1995 2010 2010; 49 122 2017 2017; 56 129 1991 2016; 18 2019; 141 2014; 356 2011; 133 2019 2019; 58 131 2017; 139 1999 2011; 109 2016 2016; 55 128 2020 2006; 47 2013; 135 2011 2011; 50 123 2012; 45 2012; 41 2018; 13 2016; 22 Ano, Y (WOS:000294591300024) 2011; 133 Zhang, JT (WOS:000363002900040) 2015; 137 Dangel, BD (WOS:000170494200035) 2001; 123 (000579064200001.31) 2019; 131 Rouquet, G. (000579064200001.49) 2013; 125 Liu, L (WOS:000503486800031) 2020; 11 Ye, XH (WOS:000378303400046) 2016; 18 Engle, KM (WOS:000305321100003) 2012; 45 Dolui, P (WOS:000482395700001) 2019; 58 (000579064200001.46) 2011; 123 Park, HS (WOS:000537859700001) 2020; 59 Chen, G (WOS:000394998300008) 2017; 56 Simmons, EM (WOS:000301792000004) 2012; 51 Rouquet, G (WOS:000326138500013) 2013; 52 Dudnik, AS (WOS:000276008000003) 2010; 49 Hu, L (WOS:000458828000046) 2019; 58 Giri, R (WOS:000245041300027) 2007; 129 (000579064200001.15) 2010; 122 Jerhaoui, S (WOS:000460600600085) 2019; 9 Gotfryd, K (WOS:000293795300003) 2011; 109 Al-Amin, M (WOS:000336505000029) 2014; 356 (000579064200001.7) 2017; 129 (000579064200001.40) 2017; 129 Wang, B (WOS:000346037500056) 2014; 16 (000579064200001.21) 2020; 132 Caspers, LD (WOS:000434075200001) 2018; 13 Leng, Y (WOS:000278605300004) 2010; 476 Uttry, A (WOS:000444457900002) 2018; 29 Novak, P (WOS:000298088600020) 2011; 50 Shen, PX (WOS:000434101100008) 2018; 140 Lou, J (WOS:000451894400016) 2018; 360 Zhuang, Z (WOS:000442183700042) 2018; 140 He, J (WOS:000396185700010) 2017; 139 Falbe, J. (000579064200001.17) 1985 Sambiagio, C (WOS:000443171000012) 2018; 47 Uttry, A (WOS:000513827300002) 2020; 52 (000579064200001.53) 2012; 124 (000579064200001.19) 2017; 129 (000579064200001.1) 1995 Wu, QF (WOS:000393183100039) 2017; 355 Tobisu, M (WOS:000268479900023) 2009; 11 Chen, ZK (WOS:000364449800020) 2015; 2 Lee, JM (WOS:000235271500002) 2006; 47 Ghosh, KK (WOS:000418075600012) 2017; 23 Zhu, YG (WOS:000393340300001) 2017; 8 Janssen, M (WOS:000480328100027) 2019; 25 Brand, JP (WOS:000303999800006) 2012; 41 Drapeau, MP (WOS:000393219300001) 2016; 22 (000579064200001.47) 2020; 132 Ghosh, KK (WOS:000533323100001) 2020; 59 Fu, HY (WOS:000395554900030) 2017; 56 Lutz, JF (WOS:000257135400003) 2008; 60 Gorzynski Smith, J. (000579064200001.55) 2008 Luo, FX (WOS:000391781700004) 2017; 36 Zhuang, Z (WOS:000526394200038) 2020; 142 KAO, LC (WOS:A1991GH46000007) 1991 Groover, S (WOS:000654118600058) 2020; 577 He, J (WOS:000315936700022) 2013; 135 Zhu, R.-Y. (000579064200001.65) 2016; 128 Balliu, A. (000579064200001.4) 2020 Wang, B (WOS:000358605500017) 2015; 58 Larock, R. C. (000579064200001.35) 1999 Liu, T (WOS:000408267000057) 2017; 56 Han, YQ (WOS:000462260400012) 2019; 141 Ghosh, KK (WOS:000485089300114) 2019; 21 (000579064200001.12) 2019; 131 Zhu, RY (WOS:000383473600010) 2016; 55 Mondal, A (WOS:000500418700005) 2019; 141 e_1_2_2_24_2 e_1_2_2_47_2 e_1_2_2_6_1 e_1_2_2_22_2 e_1_2_2_49_2 e_1_2_2_20_1 e_1_2_2_60_3 e_1_2_2_62_1 e_1_2_2_41_2 e_1_2_2_41_3 e_1_2_2_64_1 e_1_2_2_8_2 e_1_2_2_43_2 e_1_2_2_66_2 e_1_2_2_28_1 e_1_2_2_45_2 e_1_2_2_68_2 e_1_2_2_26_1 e_1_2_2_68_1 e_1_2_2_60_2 e_1_2_2_13_2 e_1_2_2_59_2 e_1_2_2_11_2 e_1_2_2_38_2 e_1_2_2_51_1 e_1_2_2_72_2 e_1_2_2_19_2 e_1_2_2_30_2 e_1_2_2_53_2 e_1_2_2_17_2 e_1_2_2_32_2 e_1_2_2_55_2 Gorzynski Smith J. (e_1_2_2_4_2) 2008 e_1_2_2_15_2 e_1_2_2_34_2 e_1_2_2_57_2 e_1_2_2_36_1 Falbe J. (e_1_2_2_9_1) 1985 e_1_2_2_70_2 e_1_2_2_48_1 e_1_2_2_5_2 e_1_2_2_23_1 e_1_2_2_21_2 e_1_2_2_1_1 e_1_2_2_61_3 e_1_2_2_63_1 e_1_2_2_40_2 (e_1_2_2_46_3) 2019; 131 e_1_2_2_61_2 e_1_2_2_65_1 e_1_2_2_29_2 e_1_2_2_42_2 e_1_2_2_7_2 e_1_2_2_27_2 e_1_2_2_44_2 e_1_2_2_25_3 e_1_2_2_27_1 e_1_2_2_44_3 e_1_2_2_69_1 e_1_2_2_25_2 e_1_2_2_46_2 e_1_2_2_67_2 Larock R. C. (e_1_2_2_3_2) 1999 e_1_2_2_14_1 e_1_2_2_12_2 e_1_2_2_37_2 e_1_2_2_39_1 e_1_2_2_10_1 e_1_2_2_50_2 e_1_2_2_71_3 e_1_2_2_18_3 e_1_2_2_18_2 e_1_2_2_31_2 e_1_2_2_52_2 e_1_2_2_16_3 e_1_2_2_16_2 e_1_2_2_33_2 e_1_2_2_54_2 e_1_2_2_56_3 e_1_2_2_58_1 e_1_2_2_56_2 (e_1_2_2_2_2) 1995 e_1_2_2_71_2 Balliu A. (e_1_2_2_35_2) 2020 |
| References_xml | – year: 1985 – volume: 58 131 start-page: 2134 2156 year: 2019 2019 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 56 129 start-page: 1873 1899 year: 2017 2017 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 59 132 start-page: 12848 12948 year: 2020 2020 end-page: 12852 12952 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 59 132 start-page: 12853 12953 year: 2020 2020 end-page: 12859 12959 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 11 start-page: 3250 year: 2009 publication-title: Org. Lett. – volume: 140 start-page: 10363 year: 2018 publication-title: J. Am. Chem. Soc. – volume: 18 start-page: 2970 year: 2016 publication-title: Org. Lett. – volume: 129 start-page: 3510 year: 2007 publication-title: J. Am. Chem. Soc. – volume: 52 125 start-page: 11726 11942 year: 2013 2013 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 9 start-page: 2532 year: 2019 publication-title: ACS Catal. – volume: 8 start-page: 1 year: 2017 publication-title: Nat. Commun. – volume: 16 start-page: 6260 year: 2014 publication-title: Org. Lett. – volume: 60 start-page: 958 year: 2008 publication-title: Adv. Drug Delivery Rev. – year: 2020 publication-title: CHEMRXIV – volume: 135 start-page: 3387 year: 2013 publication-title: J. Am. Chem. Soc. – year: 2008 – volume: 36 start-page: 18 year: 2017 publication-title: Organometallics – volume: 11 start-page: 290 year: 2020 publication-title: Chem. Sci. – volume: 58 start-page: 1345 year: 2015 publication-title: Sci. China Chem. – volume: 139 start-page: 3344 year: 2017 publication-title: J. Am. Chem. Soc. – volume: 56 129 start-page: 10924 11064 year: 2017 2017 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 141 start-page: 18662 year: 2019 publication-title: J. Am. Chem. Soc. – volume: 45 start-page: 788 year: 2012 publication-title: Acc. Chem. Res. – volume: 133 start-page: 12984 year: 2011 publication-title: J. Am. Chem. Soc. – volume: 21 start-page: 7154 year: 2019 publication-title: Org. Lett. – volume: 56 129 start-page: 1506 1528 year: 2017 2017 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 2 start-page: 1107 year: 2015 publication-title: Org. Chem. Front. – volume: 47 start-page: 6603 year: 2018 publication-title: Chem. Soc. Rev. – volume: 58 131 start-page: 13773 13911 year: 2019 2019 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 356 start-page: 1631 year: 2014 publication-title: Adv. Synth. Catal. – volume: 52 start-page: 479 year: 2020 publication-title: Synthesis – volume: 13 start-page: 1231 year: 2018 publication-title: Chem. Asian J. – volume: 49 122 start-page: 2096 2140 year: 2010 2010 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 140 start-page: 6545 year: 2018 publication-title: J. Am. Chem. Soc. – volume: 360 start-page: 4571 year: 2018 publication-title: Adv. Synth. Catal. – volume: 55 128 start-page: 10578 10734 year: 2016 2016 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 142 start-page: 6769 year: 2020 publication-title: J. Am. Chem. Soc. – volume: 25 start-page: 10724 year: 2019 publication-title: Chem. Eur. J. – volume: 50 123 start-page: 12236 12444 year: 2011 2011 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 41 start-page: 4165 year: 2012 publication-title: Chem. Soc. Rev. – volume: 47 start-page: 1375 year: 2006 publication-title: Tetrahedron Lett. – volume: 577 start-page: 656 year: 2020 publication-title: Nature – volume: 23 start-page: 17697 year: 2017 publication-title: Chem. Eur. J. – volume: 29 start-page: 1937 year: 2018 publication-title: Synlett – volume: 109 start-page: 164 year: 2011 publication-title: Basic Clin. Pharmacol. – volume: 476 start-page: 127 year: 2010 publication-title: Neurosci. Lett. – volume: 123 start-page: 8149 year: 2001 publication-title: J. Am. Chem. Soc. – volume: 141 start-page: 4558 year: 2019 publication-title: J. Am. Chem. Soc. – volume: 51 124 start-page: 3066 3120 year: 2012 2012 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – start-page: 1242 year: 1991 publication-title: J. Chem. Soc. Chem. Commun. – volume: 137 start-page: 12990 year: 2015 publication-title: J. Am. Chem. Soc. – year: 1995 – volume: 22 start-page: 18654 year: 2016 publication-title: Chem. Eur. J. – volume: 355 start-page: 499 year: 2017 publication-title: Science – year: 1999 – volume: 22 start-page: 18654 year: 2016 ident: WOS:000393219300001 article-title: Carboxylic Acids as Directing Groups for C-H Bond Functionalization publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201603263 contributor: fullname: Drapeau, MP – volume: 137 start-page: 12990 year: 2015 ident: WOS:000363002900040 article-title: Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b07424 contributor: fullname: Zhang, JT – volume: 139 start-page: 3344 year: 2017 ident: WOS:000396185700010 article-title: Pd(II)-Catalyzed Enantioselective C(sp(3))-H Borylation publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b13389 contributor: fullname: He, J – volume: 356 start-page: 1631 year: 2014 ident: WOS:000336505000029 article-title: Palladium Nanoparticle-Catalyzed Direct Ethynylation of Aliphatic Carboxylic Acid Derivatives via C(sp(3))-H Bond Functionalization publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201301180 contributor: fullname: Al-Amin, M – volume: 109 start-page: 164 year: 2011 ident: WOS:000293795300003 article-title: The Teratogenic Potencies of Valproic Acid Derivatives and Their Effects on Biological End-points are Related to Changes in Histone Deacetylase and Erk1/2 Activities publication-title: BASIC & CLINICAL PHARMACOLOGY & TOXICOLOGY contributor: fullname: Gotfryd, K – volume: 8 start-page: ARTN 14308 year: 2017 ident: WOS:000393340300001 article-title: Proton enhanced dynamic battery chemistry for aprotic lithium-oxygen batteries publication-title: NATURE COMMUNICATIONS doi: 10.1038/ncomms14308 contributor: fullname: Zhu, YG – volume: 129 start-page: 11064 year: 2017 ident: 000579064200001.40 publication-title: Angew. Chem. – volume: 131 start-page: 2156 year: 2019 ident: 000579064200001.31 publication-title: Angew. Chem. – volume: 21 start-page: 7154 year: 2019 ident: WOS:000485089300114 article-title: Direct beta-C(sp(3))-H Acetoxylation of Aliphatic Carboxylic Acids publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.9b02741 contributor: fullname: Ghosh, KK – volume: 129 start-page: 1528 year: 2017 ident: 000579064200001.7 publication-title: Angew. Chem. – volume: 16 start-page: 6260 year: 2014 ident: WOS:000346037500056 article-title: Palladium-Catalyzed Stereoretentive Olefination of Unactivated C(sp(3))-H Bonds with Vinyl Iodides at Room Temperature: Synthesis of beta-Vinyl alpha-Amino Acids publication-title: ORGANIC LETTERS doi: 10.1021/ol503248f contributor: fullname: Wang, B – volume: 11 start-page: 290 year: 2020 ident: WOS:000503486800031 article-title: Synthesis of amino acids and peptides with bulky side chains via ligand-enabled carboxylate-directed gamma-C(sp(3))-H arylation publication-title: CHEMICAL SCIENCE doi: 10.1039/c9sc04482e contributor: fullname: Liu, L – volume: 577 start-page: 721 year: 2020 ident: WOS:000654118600058 article-title: FIVE 'POWER SKILLS' FOR BECOMING A TEAM LEADER Volunteering with an organization can improve communication and help you adapt to the unexpected publication-title: NATURE contributor: fullname: Groover, S – volume: 18 start-page: 2970 year: 2016 ident: WOS:000378303400046 article-title: Silver-Free Palladium-Catalyzed sp(3) and sp(2) C-H Alkynylation Promoted by a 1,2,3-Triazole Amine Directing Group publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.6b01319 contributor: fullname: Ye, XH – year: 2008 ident: 000579064200001.55 publication-title: Org. Chem. contributor: fullname: Gorzynski Smith, J. – volume: 25 start-page: 10724 year: 2019 ident: WOS:000480328100027 article-title: Pt-II-Catalyzed Hydroxylation of Terminal Aliphatic C(sp(3))-H Bonds with Molecular Oxygen publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201901803 contributor: fullname: Janssen, M – volume: 49 start-page: 2096 year: 2010 ident: WOS:000276008000003 article-title: Formal Inverse Sonogashira Reaction: Direct Alkynylation of Arenes and Heterocycles with Alkynyl Halides publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200906755 contributor: fullname: Dudnik, AS – volume: 133 start-page: 12984 year: 2011 ident: WOS:000294591300024 article-title: Palladium-Catalyzed Direct Ethynylation of C(sp(3))-H Bonds in Aliphatic Carboxylic Acid Derivatives publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja206002m contributor: fullname: Ano, Y – start-page: 1242 year: 1991 ident: WOS:A1991GH46000007 article-title: PLATINUM(II) CATALYZED SELECTIVE REMOTE OXIDATION OF UNACTIVATED C-H BONDS IN ALIPHATIC CARBOXYLIC-ACIDS publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS contributor: fullname: KAO, LC – volume: 2 start-page: 1107 year: 2015 ident: WOS:000364449800020 article-title: Transition metal-catalyzed C-H bond functionalizations by the use of diverse directing groups publication-title: ORGANIC CHEMISTRY FRONTIERS doi: 10.1039/c5qo00004a contributor: fullname: Chen, ZK – volume: 60 start-page: 958 year: 2008 ident: WOS:000257135400003 article-title: Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry publication-title: ADVANCED DRUG DELIVERY REVIEWS doi: 10.1016/j.addr.2008.02.004 contributor: fullname: Lutz, JF – volume: 124 start-page: 3120 year: 2012 ident: 000579064200001.53 publication-title: Angew. Chem. – volume: 142 start-page: 6769 year: 2020 ident: WOS:000526394200038 article-title: Ligand-Enabled Monoselective beta-C(sp(3))-H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.0c01214 contributor: fullname: Zhuang, Z – volume: 47 start-page: 6603 year: 2018 ident: WOS:000443171000012 article-title: A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c8cs00201k contributor: fullname: Sambiagio, C – year: 2020 ident: 000579064200001.4 publication-title: CHEMRXIV contributor: fullname: Balliu, A. – year: 1985 ident: 000579064200001.17 publication-title: Carboxylic Acids and Carboxylic Acid Derivatives contributor: fullname: Falbe, J. – volume: 47 start-page: 1375 year: 2006 ident: WOS:000235271500002 article-title: Pt-catalyzed sp(3) C-H bond activation of o-alkyl substituted aromatic carboxylic acid derivatives for the formation of aryl lactones publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2005.12.104 contributor: fullname: Lee, JM – volume: 125 start-page: 11942 year: 2013 ident: 000579064200001.49 article-title: 1Catalytische Funktionalisierung von C(sp2)-H-and C(sp3)-H-Bindungen unter Verwendung von zweizahnigen dirigierenden Gruppen publication-title: Angew. Chem. contributor: fullname: Rouquet, G. – volume: 129 start-page: 3510 year: 2007 ident: WOS:000245041300027 article-title: Palladium-catalyzed methylation and arylation of sp(2) and sp(3) C-H bonds in simple carboxylic acids publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0701614 contributor: fullname: Giri, R – volume: 128 start-page: 10734 year: 2016 ident: 000579064200001.65 article-title: Eine einfache und vielseitige dirigierende Amidgruppe zur Funktionalisierung von C-H-Bindungen publication-title: Angew. Chem. contributor: fullname: Zhu, R.-Y. – volume: 59 start-page: 12853 year: 2020 ident: WOS:000537859700001 article-title: Distal gamma-C(sp(3))-H Olefination of Ketone Derivatives and Free Carboxylic Acids publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202003271 contributor: fullname: Park, HS – volume: 141 start-page: 18662 year: 2019 ident: WOS:000500418700005 article-title: Sterically Controlled Late-Stage C-H Alkynylation of Arenes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b10868 contributor: fullname: Mondal, A – volume: 45 start-page: 788 year: 2012 ident: WOS:000305321100003 article-title: Weak Coordination as a Powerful Means for Developing Broadly Useful C-H Functionalization Reactions publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar200185g contributor: fullname: Engle, KM – volume: 23 start-page: 17697 year: 2017 ident: WOS:000418075600012 article-title: Pd-Catalyzed beta-C(sp(3))-H Arylation of Propionic Acid and Related Aliphatic Acids publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201705449 contributor: fullname: Ghosh, KK – volume: 59 start-page: 12848 year: 2020 ident: WOS:000533323100001 article-title: Ligand-Enabled gamma-C(sp(3))-H Olefination of Free Carboxylic Acids publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202002362 contributor: fullname: Ghosh, KK – volume: 123 start-page: 8149 year: 2001 ident: WOS:000170494200035 article-title: Selective functionalization of amino acids in water: A synthetic method via catalytic C-H bond activation publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja016280f contributor: fullname: Dangel, BD – volume: 58 start-page: 13773 year: 2019 ident: WOS:000482395700001 article-title: Ligand-Enabled Pd-II-Catalyzed Iterative gamma-C(sp3)-H Arylation of Free Aliphatic Acid publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201907262 contributor: fullname: Dolui, P – volume: 52 start-page: 11726 year: 2013 ident: WOS:000326138500013 article-title: Catalytic Functionalization of C(sp(2))-H and C(sp(3))-H Bonds by Using Bidentate Directing Groups publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201301451 contributor: fullname: Rouquet, G – volume: 29 start-page: 1937 year: 2018 ident: WOS:000444457900002 article-title: The Direct Pd-Catalyzed -C(sp (3) )-H Activation of Carboxylic Acids publication-title: SYNLETT doi: 10.1055/s-0037-1610150 contributor: fullname: Uttry, A – volume: 122 start-page: 2140 year: 2010 ident: 000579064200001.15 publication-title: Angew. Chem. – volume: 51 start-page: 3066 year: 2012 ident: WOS:000301792000004 article-title: On the Interpretation of Deuterium Kinetic Isotope Effects in C?H Bond Functionalizations by Transition-Metal Complexes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201107334 contributor: fullname: Simmons, EM – volume: 56 start-page: 10924 year: 2017 ident: WOS:000408267000057 article-title: Palladium(II)-Catalyzed Site-Selective C(sp(3))-H Alkynylation of Oligopeptides: A Linchpin Approach for Oligopeptide-Drug Conjugation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201706367 contributor: fullname: Liu, T – year: 1999 ident: 000579064200001.35 publication-title: Comprehensive Organic Transformations: A Guide to Functional Group Preparations contributor: fullname: Larock, R. C. – volume: 132 start-page: 12953 year: 2020 ident: 000579064200001.47 publication-title: Angew. Chem. – volume: 140 start-page: 6545 year: 2018 ident: WOS:000434101100008 article-title: Pd(II)-Catalyzed Enantioselective C(sp(3))-H Arylation of Free Carboxylic Acids publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b03509 contributor: fullname: Shen, PX – volume: 11 start-page: 3250 year: 2009 ident: WOS:000268479900023 article-title: Palladium-Catalyzed Direct Alkynylation of C-H Bonds in Benzenes publication-title: ORGANIC LETTERS doi: 10.1021/ol901049r contributor: fullname: Tobisu, M – volume: 135 start-page: 3387 year: 2013 ident: WOS:000315936700022 article-title: Palladium(0)-Catalyzed Alkynylation of C(sp(3))-H Bonds publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja400648w contributor: fullname: He, J – volume: 58 start-page: 1345 year: 2015 ident: WOS:000358605500017 article-title: Synthesis of beta-alkynyl alpha-amino acids via palladium-catalyzed alkynylation of unactivated C(sp(3))-H bonds publication-title: SCIENCE CHINA-CHEMISTRY doi: 10.1007/s11426-015-5392-z contributor: fullname: Wang, B – volume: 132 start-page: 12948 year: 2020 ident: 000579064200001.21 publication-title: Angew. Chem. – volume: 123 start-page: 12444 year: 2011 ident: 000579064200001.46 publication-title: Angew. Chem. – volume: 140 start-page: 10363 year: 2018 ident: WOS:000442183700042 article-title: Ligand-Enabled beta-C(sp(3))-H Olefination of Free Carboxylic Acids publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b06527 contributor: fullname: Zhuang, Z – volume: 58 start-page: 2134 year: 2019 ident: WOS:000458828000046 article-title: Pd-II-Catalyzed Enantioselective C(sp(3))-H Activation/Cross-Coupling Reactions of Free Carboxylic Acids publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201813055 contributor: fullname: Hu, L – volume: 50 start-page: 12236 year: 2011 ident: WOS:000298088600020 article-title: Synergistic Palladium-Catalyzed C(sp3)?H Activation/C(sp3)?O Bond Formation: A Direct, Step-Economical Route to Benzolactones publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201105894 contributor: fullname: Novak, P – volume: 36 start-page: 18 year: 2017 ident: WOS:000391781700004 article-title: Nickel-Catalyzed Oxidative Coupling of Unactivated C(sp(3))-H Bonds in Aliphatic Amides with Terminal Alkynes publication-title: ORGANOMETALLICS doi: 10.1021/acs.organomet.6b00529 contributor: fullname: Luo, FX – volume: 476 start-page: 127 year: 2010 ident: WOS:000278605300004 article-title: Potent neuroprotective effects of novel structural derivatives of valproic acid: Potential roles of HDAC inhibition and HSP70 induction publication-title: NEUROSCIENCE LETTERS doi: 10.1016/j.neulet.2010.04.013 contributor: fullname: Leng, Y – volume: 41 start-page: 4165 year: 2012 ident: WOS:000303999800006 article-title: Electrophilic alkynylation: the dark side of acetylene chemistry publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c2cs35034c contributor: fullname: Brand, JP – volume: 52 start-page: 479 year: 2020 ident: WOS:000513827300002 article-title: Direct C(sp(3))-H Activation of Carboxylic Acids publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-0039-1690720 contributor: fullname: Uttry, A – volume: 56 start-page: 1506 year: 2017 ident: WOS:000394998300008 article-title: Ligand-Enabled beta-C-H Arylation of alpha-Amino Acids Without Installing Exogenous Directing Groups publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201610580 contributor: fullname: Chen, G – volume: 129 start-page: 1899 year: 2017 ident: 000579064200001.19 publication-title: Angew. Chem. – volume: 13 start-page: 1231 year: 2018 ident: WOS:000434075200001 article-title: Directing-Group-mediated C-H-Alkynylations publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.201800102 contributor: fullname: Caspers, LD – volume: 360 start-page: 4571 year: 2018 ident: WOS:000451894400016 article-title: A Simple Aliphatic Diamine Auxiliary for Palladium-Catalyzed Arylation of Unactivated beta-C(sp(3))-H Bonds publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201801022 contributor: fullname: Lou, J – volume: 56 start-page: 1873 year: 2017 ident: WOS:000395554900030 article-title: Ligand-Enabled Alkynylation of C(sp(3))-H Bonds with Palladium(II) Catalysts publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201610426 contributor: fullname: Fu, HY – volume: 141 start-page: 4558 year: 2019 ident: WOS:000462260400012 article-title: Pd(II)-Catalyzed Enantioselective Alkynylation of Unbiased Methylene C(sp(3))-H Bonds Using 3,3 '-Fluorinated-BINOL as a Chiral Ligand publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b01124 contributor: fullname: Han, YQ – volume: 9 start-page: 2532 year: 2019 ident: WOS:000460600600085 article-title: Asymmetric, Nearly Barrierless C(sp(3))-H Activation Promoted by Easily-Accessible N-Protected Aminosulfoxides as New Chiral Ligands publication-title: ACS CATALYSIS doi: 10.1021/acscatal.8b04946 contributor: fullname: Jerhaoui, S – volume: 55 start-page: 10578 year: 2016 ident: WOS:000383473600010 article-title: A Simple and Versatile Amide Directing Group for C-H Functionalizations publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201600791 contributor: fullname: Zhu, RY – volume: 131 start-page: 13911 year: 2019 ident: 000579064200001.12 publication-title: Angew. Chem. – volume: 355 start-page: 499 year: 2017 ident: WOS:000393183100039 article-title: Formation of alpha-chiral centers by asymmetric beta-C(sp(3))-H arylation, alkenylation, and alkynylation publication-title: SCIENCE doi: 10.1126/science.aal5175 contributor: fullname: Wu, QF – year: 1995 ident: 000579064200001.1 publication-title: Modern Acetylene Chemistry – ident: e_1_2_2_7_2 doi: 10.1039/c2cs35034c – ident: e_1_2_2_67_2 doi: 10.1016/j.neulet.2010.04.013 – ident: e_1_2_2_18_3 doi: 10.1002/ange.201600791 – ident: e_1_2_2_41_2 doi: 10.1002/anie.201610580 – ident: e_1_2_2_60_2 doi: 10.1002/anie.202002362 – ident: e_1_2_2_44_2 doi: 10.1002/anie.201907262 – volume-title: Comprehensive Organic Transformations: A Guide to Functional Group Preparations year: 1999 ident: e_1_2_2_3_2 contributor: fullname: Larock R. C. – ident: e_1_2_2_16_2 doi: 10.1002/anie.201301451 – ident: e_1_2_2_25_2 doi: 10.1002/anie.201610426 – ident: e_1_2_2_68_2 doi: 10.1002/ange.201107334 – ident: e_1_2_2_23_1 – ident: e_1_2_2_24_2 doi: 10.1021/ja400648w – ident: e_1_2_2_62_1 doi: 10.1021/jacs.6b13389 – ident: e_1_2_2_71_3 doi: 10.1002/ange.200906755 – ident: e_1_2_2_32_2 doi: 10.1002/adsc.201801022 – ident: e_1_2_2_54_2 doi: 10.1002/chem.201901803 – ident: e_1_2_2_25_3 doi: 10.1002/ange.201610426 – ident: e_1_2_2_28_1 – ident: e_1_2_2_31_2 doi: 10.1021/acs.orglett.6b01319 – year: 2020 ident: e_1_2_2_35_2 publication-title: CHEMRXIV contributor: fullname: Balliu A. – ident: e_1_2_2_22_2 doi: 10.1002/adsc.201301180 – ident: e_1_2_2_29_2 doi: 10.1021/ol503248f – ident: e_1_2_2_17_2 doi: 10.1039/C5QO00004A – ident: e_1_2_2_36_1 – ident: e_1_2_2_44_3 doi: 10.1002/ange.201907262 – ident: e_1_2_2_14_1 – ident: e_1_2_2_38_2 doi: 10.1021/acs.organomet.6b00529 – ident: e_1_2_2_13_2 doi: 10.1002/chem.201603263 – volume: 131 start-page: 2156 year: 2019 ident: e_1_2_2_46_3 publication-title: Angew. Chem. doi: 10.1002/ange.201813055 – ident: e_1_2_2_16_3 doi: 10.1002/ange.201301451 – ident: e_1_2_2_58_1 – ident: e_1_2_2_72_2 doi: 10.1021/jacs.9b10868 – ident: e_1_2_2_6_1 – ident: e_1_2_2_56_2 doi: 10.1002/anie.201105894 – ident: e_1_2_2_69_1 – ident: e_1_2_2_27_1 doi: 10.1002/anie.201706367 – ident: e_1_2_2_63_1 – ident: e_1_2_2_15_2 doi: 10.1021/ar200185g – ident: e_1_2_2_8_2 doi: 10.1002/asia.201800102 – ident: e_1_2_2_71_2 doi: 10.1002/anie.200906755 – ident: e_1_2_2_47_2 doi: 10.1039/C9SC04482E – ident: e_1_2_2_19_2 doi: 10.1039/C8CS00201K – ident: e_1_2_2_39_1 – ident: e_1_2_2_70_2 doi: 10.1021/ol901049r – ident: e_1_2_2_50_2 doi: 10.1021/jacs.0c01214 – ident: e_1_2_2_1_1 – volume-title: Carboxylic Acids and Carboxylic Acid Derivatives year: 1985 ident: e_1_2_2_9_1 contributor: fullname: Falbe J. – ident: e_1_2_2_57_2 doi: 10.1038/s41586-019-1859-y – ident: e_1_2_2_51_1 – ident: e_1_2_2_11_2 doi: 10.1055/s-0037-1610150 – ident: e_1_2_2_34_2 doi: 10.1021/acscatal.8b04946 – ident: e_1_2_2_53_2 doi: 10.1021/ja016280f – ident: e_1_2_2_56_3 doi: 10.1002/ange.201105894 – ident: e_1_2_2_59_2 doi: 10.1021/jacs.8b06527 – ident: e_1_2_2_61_3 doi: 10.1002/ange.202003271 – ident: e_1_2_2_65_1 – ident: e_1_2_2_48_1 – ident: e_1_2_2_20_1 – ident: e_1_2_2_21_2 doi: 10.1021/ja206002m – ident: e_1_2_2_26_1 doi: 10.1126/science.aal5175 – ident: e_1_2_2_18_2 doi: 10.1002/anie.201600791 – ident: e_1_2_2_27_2 doi: 10.1002/ange.201706367 – ident: e_1_2_2_37_2 doi: 10.1021/jacs.5b07424 – ident: e_1_2_2_43_2 doi: 10.1002/chem.201705449 – ident: e_1_2_2_45_2 doi: 10.1021/jacs.8b03509 – ident: e_1_2_2_52_2 doi: 10.1039/C39910001242 – ident: e_1_2_2_64_1 – volume-title: Org. Chem. year: 2008 ident: e_1_2_2_4_2 contributor: fullname: Gorzynski Smith J. – ident: e_1_2_2_12_2 doi: 10.1055/s-0039-1690720 – ident: e_1_2_2_66_2 doi: 10.1111/j.1742-7843.2011.00702.x – ident: e_1_2_2_41_3 doi: 10.1002/ange.201610580 – ident: e_1_2_2_30_2 doi: 10.1007/s11426-015-5392-z – ident: e_1_2_2_60_3 doi: 10.1002/ange.202002362 – ident: e_1_2_2_68_1 doi: 10.1002/anie.201107334 – ident: e_1_2_2_40_2 doi: 10.1021/ja0701614 – ident: e_1_2_2_49_2 doi: 10.1021/acs.orglett.9b02741 – ident: e_1_2_2_61_2 doi: 10.1002/anie.202003271 – volume-title: Modern Acetylene Chemistry year: 1995 ident: e_1_2_2_2_2 – ident: e_1_2_2_42_2 doi: 10.1038/s41467-017-01822-8 – ident: e_1_2_2_33_2 doi: 10.1021/jacs.9b01124 – ident: e_1_2_2_46_2 doi: 10.1002/anie.201813055 – ident: e_1_2_2_55_2 doi: 10.1016/j.tetlet.2005.12.104 – ident: e_1_2_2_10_1 – ident: e_1_2_2_5_2 doi: 10.1016/j.addr.2008.02.004 |
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| Snippet | In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp3)−H activation that enables the direct alkynylation of free... In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp(3))-H activation that enables the direct alkynylation of... In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp )-H activation that enables the direct alkynylation of free... Abstract In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp 3 )−H activation that enables the direct... In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp3 )-H activation that enables the direct alkynylation of... In this study we report the identification of a novel class of ligands for palladium‐catalyzed C(sp 3 )−H activation that enables the direct alkynylation of... |
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| SubjectTerms | Alkynylation Carboxylic acids Chemistry Chemistry, Multidisciplinary Communication Communications C−H activation Enantiomers Ligand-enabled catalysis Palladium Physical Sciences Science & Technology Substrates |
| Title | Direct β‐ and γ‐C(sp3)−H Alkynylation of Free Carboxylic Acids |
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