Decarboxylative bromination of α,β-unsaturated carboxylic acids via an anodic oxidation
A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation.In this method,ammonium bromide was employed as a bromine source and the reaction features transition-metal-free,short time,and no additional supporting electrol...
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| Published in | Chinese chemical letters Vol. 28; no. 6; pp. 1159 - 1162 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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NEW YORK
Elsevier B.V
01.06.2017
Elsevier |
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| Abstract | A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation.In this method,ammonium bromide was employed as a bromine source and the reaction features transition-metal-free,short time,and no additional supporting electrolyte. |
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A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation. In this method, ammonium bromide was employed as a bromine source and the reaction features transition-metal-free, short time, and no additional supporting electrolyte.
A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation. In this method, ammonium bromide was employed as a bromine source and the reaction features transition-metal-free, short time, and no additional supporting electrolyte. A novel bromination of alpha,beta-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation. In this method, ammonium bromide was employed as a bromine source and the reaction features transition-metal-free, short time, and no additional supporting electrolyte. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved. A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation.In this method,ammonium bromide was employed as a bromine source and the reaction features transition-metal-free,short time,and no additional supporting electrolyte. |
| Author | Mei-Xiang Bi Peng Qian Yu-Kang Wang Zheng-Gen Zha Zhi-Yong Wang |
| AuthorAffiliation | Hefei National Laboratory for Physical Sciences at Microscale,CAS Key Laboratory of Soft Matter Chemistry and Department of Chemistry ＆ Collaborative Innovation Center of Suzhou Nano Science and Technology,University of Science and Technology of China,Hefei 230026, China |
| Author_xml | – sequence: 1 givenname: Mei-Xiang surname: Bi fullname: Bi, Mei-Xiang – sequence: 2 givenname: Peng surname: Qian fullname: Qian, Peng – sequence: 3 givenname: Yu-Kang surname: Wang fullname: Wang, Yu-Kang – sequence: 4 givenname: Zheng-Gen surname: Zha fullname: Zha, Zheng-Gen email: zgzha@ustc.edu.cn – sequence: 5 givenname: Zhi-Yong surname: Wang fullname: Wang, Zhi-Yong email: zwang3@ustc.edu.cn |
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| CitedBy_id | crossref_primary_10_1016_j_cclet_2019_07_030 crossref_primary_10_1016_j_cclet_2019_04_053 crossref_primary_10_1002_chem_202001764 crossref_primary_10_6023_cjoc202111014 crossref_primary_10_1002_cctc_201900438 crossref_primary_10_1002_cjoc_202000326 crossref_primary_10_1016_j_tet_2018_11_018 crossref_primary_10_1002_ajoc_202000217 crossref_primary_10_1016_j_cclet_2020_02_030 crossref_primary_10_1016_j_cclet_2022_04_075 crossref_primary_10_1021_acs_chemrev_0c00335 crossref_primary_10_1021_acs_chemrev_0c00813 crossref_primary_10_1039_C7GC02949G crossref_primary_10_1016_j_cclet_2020_07_050 crossref_primary_10_1016_j_gresc_2021_01_009 crossref_primary_10_1016_j_tetlet_2018_11_041 crossref_primary_10_1039_D3GC04723G crossref_primary_10_1039_D2GC03829C |
| Cites_doi | 10.1016/j.jelechem.2004.09.023 10.1039/c2cc32800c 10.1016/j.tet.2004.10.102 10.1021/jo025868h 10.1002/chem.201302307 10.1016/j.carres.2011.09.016 10.1002/anie.201107910 10.1021/jo01060a628 10.1039/c4cc01277a 10.1039/C6GC00666C 10.1039/a904515e 10.1002/chem.201204207 10.1016/j.cclet.2016.02.025 10.1016/j.cclet.2014.04.024 10.1021/jo00092a009 10.1016/j.cclet.2016.04.017 10.1039/C5CC02730F 10.1016/j.tetlet.2011.02.101 10.1039/c1cc16126a 10.1021/acs.joc.6b00661 10.1039/c6gc00666c 10.1039/c5cc02730f |
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| DocumentTitleAlternate | Decarboxylative bromination of α,β-unsaturated carboxylic acids via an anodic oxidation |
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| Keywords | Anodic oxidation Decarboxylative bromination α,β-Unsaturated carboxylic acids Electro-oxidation Ammonium bromide ELECTROSYNTHESIS DIFUNCTIONALIZATION ALCOHOLS KETONES alpha,beta-Unsaturated carboxylic acids EFFICIENT ACCESS |
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| Notes | A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation.In this method,ammonium bromide was employed as a bromine source and the reaction features transition-metal-free,short time,and no additional supporting electrolyte. 11-2710/O6 Decarboxylative bromination α β-Unsaturated carboxylic acids Ammonium bromide Anodic oxidation Electro-oxidation |
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| References | Meng, Su, Zha, Zhang, Wang (bib0055) 2013; 19 Das, Roy (bib0035) 2002; 67 Rahbar, Ramezani, Ghanavati (bib0105) 2016; 27 Ye, Zhang, Zha, Wang (bib0065) 2014; 25 Wu, Beauchamps, Laquidara, Sowa (bib0110) 2012; 51 Gao, Zha, Zhang, Ma, Wang (bib0070) 2014; 50 Allen, Buzzeo, Villagrán, Hardacre, Compton (bib0085) 2005; 575 Telvekar, Takale (bib0045) 2011; 52 Kang, Luo, Lam (bib0095) 2016; 18 Naskar, Roy (bib0015) 1999; 1 Damljanović, Stevanović, Vukićević, Vukićevic (bib0090) 2011; 346 Sheldon, Kochi (bib0030) 1972; 19 Zhang, Xu, Chen (bib0100) 2016; 27 Zhang, Su, Zha, Wang (bib0060) 2013; 19 Zhang, Chen, Zha, Wang (bib0050) 2012; 48 Xu, Zhang, Qian, Zha, Wang (bib0075) 2015; 51 Hunsdiecker, Hunsdiecker (bib0005) 1942; 75 Cristol, Firth (bib0010) 1961; 26 Khamarui, Sarkar, Pandit, Maiti (bib0020) 2011; 47 Qian, Bi, Su, Zha, Wang (bib0080) 2016; 81 Kuang, Senboku, Tokuda (bib0025) 2005; 61 Graven, Joergensen, Dahl, Stanczak (bib0040) 1994; 59 Cristol (10.1016/j.cclet.2017.04.030_bib0010) 1961; 26 Qian (10.1016/j.cclet.2017.04.030_bib0080) 2016; 81 Zhang (10.1016/j.cclet.2017.04.030_bib0050) 2012; 48 Gao (10.1016/j.cclet.2017.04.030_bib0070) 2014; 50 Damljanović (10.1016/j.cclet.2017.04.030_bib0090) 2011; 346 Xu (10.1016/j.cclet.2017.04.030_bib0075) 2015; 51 Allen (10.1016/j.cclet.2017.04.030_bib0085) 2005; 575 Kang (10.1016/j.cclet.2017.04.030_bib0095) 2016; 18 Kuang (10.1016/j.cclet.2017.04.030_bib0025) 2005; 61 Khamarui (10.1016/j.cclet.2017.04.030_bib0020) 2011; 47 Das (10.1016/j.cclet.2017.04.030_bib0035) 2002; 67 Graven (10.1016/j.cclet.2017.04.030_bib0040) 1994; 59 Ye (10.1016/j.cclet.2017.04.030_bib0065) 2014; 25 Rahbar (10.1016/j.cclet.2017.04.030_bib0105) 2016; 27 Sheldon (10.1016/j.cclet.2017.04.030_bib0030) 1972; 19 Meng (10.1016/j.cclet.2017.04.030_bib0055) 2013; 19 Hunsdiecker (10.1016/j.cclet.2017.04.030_bib0005) 1942; 75 Telvekar (10.1016/j.cclet.2017.04.030_bib0045) 2011; 52 Naskar (10.1016/j.cclet.2017.04.030_bib0015) 1999; 1 Zhang (10.1016/j.cclet.2017.04.030_bib0060) 2013; 19 Zhang (10.1016/j.cclet.2017.04.030_bib0100) 2016; 27 Wu (10.1016/j.cclet.2017.04.030_bib0110) 2012; 51 Hunsdiecker, H (WOS:000201216800038) 1942; 75 Das, JP (WOS:000178820200040) 2002; 67 Qian, P (WOS:000377319500049) 2016; 81 Kang, LS (WOS:000378715700012) 2016; 18 Meng, L (WOS:000318282200006) 2013; 19 Khamarui, S (WOS:000297263900027) 2011; 47 Zhang, L (WOS:000304883000036) 2012; 48 Kuang, CX (WOS:000226484200015) 2005; 61 GRAVEN, A (WOS:A1994NV24000009) 1994; 59 Rahbar, N (WOS:000379271500007) 2016; 27 Zhang, CW (WOS:000379271500006) 2016; 27 Naskar, D (WOS:000082423200007) 1999 Allen, GD (WOS:000226558500018) 2005; 575 CRISTOL, SJ (WOS:A19616260B00018) 1961; 26 Ye, JQ (WOS:000345880300002) 2014; 25 Sheldon, R.A. (000404696800005.15) 1972; 19 Damljanovic, I (WOS:000298274200004) 2011; 346 Gao, HH (WOS:000335009300015) 2014; 50 Xu, K (WOS:000356934500029) 2015; 51 Wu, RQ (WOS:000300691900016) 2012; 51 Telvekar, VN (WOS:000290075500031) 2011; 52 Zhang, ZL (WOS:000328531000013) 2013; 19 |
| References_xml | – volume: 52 start-page: 2394 year: 2011 end-page: 2396 ident: bib0045 article-title: A novel method for bromo-decarboxylation of α,β-unsaturated carboxylic acids using catalytic sodium nitrite publication-title: Tetrahedron Lett. – volume: 19 start-page: 5542 year: 2013 end-page: 5545 ident: bib0055 article-title: Direct electrosynthesis of ketones from benzylicmethylenes by electrooxidative C-H activation publication-title: Chem. Eur. J. – volume: 51 start-page: 2106 year: 2012 end-page: 2110 ident: bib0110 article-title: Ruthenium-catalyzed asymmetric transfer hydrogenation of allylic alcohols by an enantioselective isomerization/transfer hydrogenation mechanism publication-title: Angew. Chem. Int. Ed. – volume: 47 start-page: 12667 year: 2011 end-page: 12669 ident: bib0020 article-title: A fast and selective decarboxylativ edifunctionalization and cyclization for easy access to gem-dihalo alcohol ether, ester and bromo-1,4-dioxane publication-title: Chem. Commun. – volume: 67 start-page: 7861 year: 2002 end-page: 7864 ident: bib0035 article-title: Catalytic Hunsdiecker reaction of α,β-unsaturated carboxylic acids: how efficient is the catalyst? publication-title: J. Org. Chem. – volume: 346 start-page: 2683 year: 2011 end-page: 2687 ident: bib0090 article-title: Electrochemical bromochlorination of peracetylated glycols publication-title: Carbohydr. Res. – volume: 27 start-page: 837 year: 2016 end-page: 842 ident: bib0105 article-title: CuO-nanoparticles modified carbon paste electrode or square wave voltammetric determination of lidocaine: Comparing classical and Box–Behnken optimization methodologies publication-title: Chin. Chem. Lett. – volume: 81 start-page: 4876 year: 2016 end-page: 4882 ident: bib0080 article-title: Electrosynthesis of (E)-vinyl sulfonesdirectly from cinnamicacids and sodium sulfinates via decarboxylative sulfonofunctionalization publication-title: J. Org. Chem. – volume: 19 start-page: 275 year: 1972 end-page: 278 ident: bib0030 article-title: Oxidative decarboxylation of acids by lead tetraacetate publication-title: J. Org. React. – volume: 19 start-page: 17711 year: 2013 end-page: 17714 ident: bib0060 article-title: Electrochemical synthesis of the aryl α-ketoesters from acetophenones mediated by KI publication-title: Chem. Eur. J. – volume: 50 start-page: 5034 year: 2014 end-page: 5036 ident: bib0070 article-title: A simple and efficient approach to realize difunctionalization of arylketones with malonate esters via an electrochemical oxidation publication-title: Chem. Commun. – volume: 59 start-page: 3543 year: 1994 end-page: 3546 ident: bib0040 article-title: Oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids publication-title: J. Org. Chem. – volume: 51 start-page: 11108 year: 2015 end-page: 11111 ident: bib0075 article-title: Electrosynthesis of enaminones directly from methyl ketones and amines with nitromethane as a carbon source publication-title: Chem. Commun. – volume: 575 start-page: 311 year: 2005 end-page: 320 ident: bib0085 article-title: A mechanistic studyofthe electro-oxidation of bromide in acetonitrile and the room temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at platinum electrodes publication-title: J. Electroanal. Chem. – volume: 1 start-page: 2435 year: 1999 end-page: 2436 ident: bib0015 article-title: Synthesis of α-bromo-β-lactam via a novel catalytic Hunsdiecker like protocol publication-title: J. Chem. Soc. Perkin Trans. – volume: 61 start-page: 637 year: 2005 end-page: 642 ident: bib0025 article-title: Stereoselective synthesis of (E)-b-arylvinyl bromides by microwave-induced reaction of anti-3-aryl-2,3-dibromopropanoic acids using an AgOAc–AcOH system publication-title: Tetrahedron – volume: 27 start-page: 832 year: 2016 end-page: 836 ident: bib0100 article-title: High loading Pt nanoparticles on ordered mesoporous carbon spherearrays for high lyactive methanol electro-oxidation publication-title: Chin. Chem. Lett. – volume: 25 start-page: 1112 year: 2014 end-page: 1114 ident: bib0065 article-title: A green and efficient access to aryl nitriles via an electrochemical anodic oxidation publication-title: Chin.Chem. Lett. – volume: 48 start-page: 6574 year: 2012 end-page: 6576 ident: bib0050 article-title: Electrochemical tandem synthesis of oximes from alcohols using KNO3 as the nitrogen source, mediated by tin microspheres in aqueous medium publication-title: Chem. Commun. – volume: 18 start-page: 3767 year: 2016 end-page: 3774 ident: bib0095 article-title: Electrochemical C-H functionalization and subsequent C-S and C-N bond formation: Paired electrosynthesis of 3-amino-2-thiocyanato α,β-unsaturated carbonyl derivatives mediated by bromide ion publication-title: Green Chem. – volume: 75 start-page: 291 year: 1942 end-page: 297 ident: bib0005 article-title: Über den Abbau der Salzealiphatischer Säurendurch Brom publication-title: Ber – volume: 26 start-page: 280 year: 1961 ident: bib0010 article-title: A convenient synthesis of alkyl halides from carboxylic acids publication-title: J. Org. Chem. – volume: 19 start-page: 275 year: 1972 ident: 10.1016/j.cclet.2017.04.030_bib0030 article-title: Oxidative decarboxylation of acids by lead tetraacetate publication-title: J. Org. React. – volume: 575 start-page: 311 year: 2005 ident: 10.1016/j.cclet.2017.04.030_bib0085 article-title: A mechanistic studyofthe electro-oxidation of bromide in acetonitrile and the room temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at platinum electrodes publication-title: J. Electroanal. Chem. doi: 10.1016/j.jelechem.2004.09.023 – volume: 48 start-page: 6574 year: 2012 ident: 10.1016/j.cclet.2017.04.030_bib0050 article-title: Electrochemical tandem synthesis of oximes from alcohols using KNO3 as the nitrogen source, mediated by tin microspheres in aqueous medium publication-title: Chem. Commun. doi: 10.1039/c2cc32800c – volume: 61 start-page: 637 year: 2005 ident: 10.1016/j.cclet.2017.04.030_bib0025 article-title: Stereoselective synthesis of (E)-b-arylvinyl bromides by microwave-induced reaction of anti-3-aryl-2,3-dibromopropanoic acids using an AgOAc–AcOH system publication-title: Tetrahedron doi: 10.1016/j.tet.2004.10.102 – volume: 67 start-page: 7861 year: 2002 ident: 10.1016/j.cclet.2017.04.030_bib0035 article-title: Catalytic Hunsdiecker reaction of α,β-unsaturated carboxylic acids: how efficient is the catalyst? publication-title: J. Org. Chem. doi: 10.1021/jo025868h – volume: 19 start-page: 17711 year: 2013 ident: 10.1016/j.cclet.2017.04.030_bib0060 article-title: Electrochemical synthesis of the aryl α-ketoesters from acetophenones mediated by KI publication-title: Chem. Eur. J. doi: 10.1002/chem.201302307 – volume: 346 start-page: 2683 year: 2011 ident: 10.1016/j.cclet.2017.04.030_bib0090 article-title: Electrochemical bromochlorination of peracetylated glycols publication-title: Carbohydr. Res. doi: 10.1016/j.carres.2011.09.016 – volume: 51 start-page: 2106 year: 2012 ident: 10.1016/j.cclet.2017.04.030_bib0110 article-title: Ruthenium-catalyzed asymmetric transfer hydrogenation of allylic alcohols by an enantioselective isomerization/transfer hydrogenation mechanism publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201107910 – volume: 26 start-page: 280 year: 1961 ident: 10.1016/j.cclet.2017.04.030_bib0010 article-title: A convenient synthesis of alkyl halides from carboxylic acids publication-title: J. Org. Chem. doi: 10.1021/jo01060a628 – volume: 50 start-page: 5034 year: 2014 ident: 10.1016/j.cclet.2017.04.030_bib0070 article-title: A simple and efficient approach to realize difunctionalization of arylketones with malonate esters via an electrochemical oxidation publication-title: Chem. Commun. doi: 10.1039/c4cc01277a – volume: 18 start-page: 3767 year: 2016 ident: 10.1016/j.cclet.2017.04.030_bib0095 article-title: Electrochemical C-H functionalization and subsequent C-S and C-N bond formation: Paired electrosynthesis of 3-amino-2-thiocyanato α,β-unsaturated carbonyl derivatives mediated by bromide ion publication-title: Green Chem. doi: 10.1039/C6GC00666C – volume: 75 start-page: 291 year: 1942 ident: 10.1016/j.cclet.2017.04.030_bib0005 article-title: Über den Abbau der Salzealiphatischer Säurendurch Brom publication-title: Ber – volume: 1 start-page: 2435 year: 1999 ident: 10.1016/j.cclet.2017.04.030_bib0015 article-title: Synthesis of α-bromo-β-lactam via a novel catalytic Hunsdiecker like protocol publication-title: J. Chem. Soc. Perkin Trans. doi: 10.1039/a904515e – volume: 19 start-page: 5542 year: 2013 ident: 10.1016/j.cclet.2017.04.030_bib0055 article-title: Direct electrosynthesis of ketones from benzylicmethylenes by electrooxidative C-H activation publication-title: Chem. Eur. J. doi: 10.1002/chem.201204207 – volume: 27 start-page: 832 year: 2016 ident: 10.1016/j.cclet.2017.04.030_bib0100 article-title: High loading Pt nanoparticles on ordered mesoporous carbon spherearrays for high lyactive methanol electro-oxidation publication-title: Chin. Chem. Lett. doi: 10.1016/j.cclet.2016.02.025 – volume: 25 start-page: 1112 year: 2014 ident: 10.1016/j.cclet.2017.04.030_bib0065 article-title: A green and efficient access to aryl nitriles via an electrochemical anodic oxidation publication-title: Chin.Chem. Lett. doi: 10.1016/j.cclet.2014.04.024 – volume: 59 start-page: 3543 year: 1994 ident: 10.1016/j.cclet.2017.04.030_bib0040 article-title: Oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids publication-title: J. Org. Chem. doi: 10.1021/jo00092a009 – volume: 27 start-page: 837 year: 2016 ident: 10.1016/j.cclet.2017.04.030_bib0105 article-title: CuO-nanoparticles modified carbon paste electrode or square wave voltammetric determination of lidocaine: Comparing classical and Box–Behnken optimization methodologies publication-title: Chin. Chem. Lett. doi: 10.1016/j.cclet.2016.04.017 – volume: 51 start-page: 11108 year: 2015 ident: 10.1016/j.cclet.2017.04.030_bib0075 article-title: Electrosynthesis of enaminones directly from methyl ketones and amines with nitromethane as a carbon source publication-title: Chem. Commun. doi: 10.1039/C5CC02730F – volume: 52 start-page: 2394 year: 2011 ident: 10.1016/j.cclet.2017.04.030_bib0045 article-title: A novel method for bromo-decarboxylation of α,β-unsaturated carboxylic acids using catalytic sodium nitrite publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2011.02.101 – volume: 47 start-page: 12667 year: 2011 ident: 10.1016/j.cclet.2017.04.030_bib0020 article-title: A fast and selective decarboxylativ edifunctionalization and cyclization for easy access to gem-dihalo alcohol ether, ester and bromo-1,4-dioxane publication-title: Chem. Commun. doi: 10.1039/c1cc16126a – volume: 81 start-page: 4876 year: 2016 ident: 10.1016/j.cclet.2017.04.030_bib0080 article-title: Electrosynthesis of (E)-vinyl sulfonesdirectly from cinnamicacids and sodium sulfinates via decarboxylative sulfonofunctionalization publication-title: J. Org. Chem. doi: 10.1021/acs.joc.6b00661 – volume: 18 start-page: 3767 year: 2016 ident: WOS:000378715700012 article-title: Electrochemical C-H functionalization and subsequent C-S and C-N bond formation: paired electrosynthesis of 3-amino-2-thiocyanato-alpha,beta-unsaturated carbonyl derivatives mediated by bromide ions publication-title: GREEN CHEMISTRY doi: 10.1039/c6gc00666c – volume: 48 start-page: 6574 year: 2012 ident: WOS:000304883000036 article-title: Electrochemical tandem synthesis of oximes from alcohols using KNO3 as the nitrogen source, mediated by tin microspheres in aqueous medium publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c2cc32800c – volume: 52 start-page: 2394 year: 2011 ident: WOS:000290075500031 article-title: A novel method for bromodecarboxylation of alpha,beta-unsaturated carboxylic acids using catalytic sodium nitrite publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2011.02.101 – volume: 19 start-page: 5542 year: 2013 ident: WOS:000318282200006 article-title: Direct Electrosynthesis of Ketones from Benzylic Methylenes by Electrooxidative C-H Activation publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201204207 – volume: 27 start-page: 837 year: 2016 ident: WOS:000379271500007 article-title: CuO-nanoparticles modified carbon paste electrode for square wave voltammetric determination of lidocaine: Comparing classical and Box-Behnken optimization methodologies publication-title: CHINESE CHEMICAL LETTERS doi: 10.1016/j.cclet.2016.04.017 – volume: 575 start-page: 311 year: 2005 ident: WOS:000226558500018 article-title: A mechanistic study of the electro-oxidation of bromide in acetonitrile and the room temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at platinum electrodes publication-title: JOURNAL OF ELECTROANALYTICAL CHEMISTRY doi: 10.1016/j.jelechem.2004.09.023 – volume: 61 start-page: 637 year: 2005 ident: WOS:000226484200015 article-title: Stereoselective synthesis of (E)-beta-arylvinyl bromides by microwave-induced reaction of anti-3-aryl-2,3-dibromopropanoic acids using an AgOAc-AcOH system publication-title: TETRAHEDRON doi: 10.1016/j.tet.2004.10.102 – volume: 26 start-page: 280 year: 1961 ident: WOS:A19616260B00018 article-title: A CONVENIENT SYNTHESIS OF ALKYL HALIDES FROM CARBOXYLIC ACIDS publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 27 start-page: 832 year: 2016 ident: WOS:000379271500006 article-title: High loading Pt nanoparticles on ordered mesoporous carbon sphere arrays for highly active methanol electro-oxidation publication-title: CHINESE CHEMICAL LETTERS doi: 10.1016/j.cclet.2016.02.025 – volume: 47 start-page: 12667 year: 2011 ident: WOS:000297263900027 article-title: A fast and selective decarboxylative difunctionalization and cyclization for easy access to gem-dihalo alcohol, ether, ester and bromo-1,4-dioxane publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c1cc16126a – volume: 346 start-page: 2683 year: 2011 ident: WOS:000298274200004 article-title: Electrochemical bromochlorination of peracetylated glycals publication-title: CARBOHYDRATE RESEARCH doi: 10.1016/j.carres.2011.09.016 – volume: 51 start-page: 2106 year: 2012 ident: WOS:000300691900016 article-title: Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Allylic Alcohols by an Enantioselective Isomerization/Transfer Hydrogenation Mechanism publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201107910 – volume: 50 start-page: 5034 year: 2014 ident: WOS:000335009300015 article-title: A simple and efficient approach to realize difunctionalization of arylketones with malonate esters via electrochemical oxidation publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c4cc01277a – volume: 19 start-page: 275 year: 1972 ident: 000404696800005.15 article-title: Oxidative decarboxylation of acids by lead tetraacetate, publication-title: J. Org. React – volume: 19 start-page: 17711 year: 2013 ident: WOS:000328531000013 article-title: Electrochemical Synthesis of the Aryl alpha-Ketoesters from Acetophenones Mediated by KI publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201302307 – volume: 81 start-page: 4876 year: 2016 ident: WOS:000377319500049 article-title: Electrosynthesis of (E)-Vinyl Sulfones Directly from Cinnamic Acids and Sodium Sulfinates via Decarboxylative Sulfono Functionalization publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.6b00661 – volume: 25 start-page: 1112 year: 2014 ident: WOS:000345880300002 article-title: A green and efficient access to aryl nitriles via an electrochemical anodic oxidation publication-title: CHINESE CHEMICAL LETTERS doi: 10.1016/j.cclet.2014.04.024 – volume: 59 start-page: 3543 year: 1994 ident: WOS:A1994NV24000009 article-title: OXIDATIVE HALO-DECARBOXYLATION OF ALPHA-BETA-UNSATURATED CARBOXYLIC-ACIDS publication-title: JOURNAL OF ORGANIC CHEMISTRY – start-page: 2435 year: 1999 ident: WOS:000082423200007 article-title: Synthesis of alpha-bromo-beta-lactam via a novel catalytic Hunsdiecker like protocol publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 – volume: 75 start-page: 291 year: 1942 ident: WOS:000201216800038 article-title: Concerning the breakdown aliphatic acid salts by bromine. publication-title: BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT – volume: 67 start-page: 7861 year: 2002 ident: WOS:000178820200040 article-title: Catalytic hunsdiecker reaction of alpha,beta-unsaturated carboxylic acids: How efficient is the catalyst? publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo025868h – volume: 51 start-page: 11108 year: 2015 ident: WOS:000356934500029 article-title: Electrosynthesis of enaminones directly from methyl ketones and amines with nitromethane as a carbon source publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c5cc02730f |
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| Snippet | A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation.In this... [Display omitted] A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation.... A novel bromination of alpha,beta-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation. In this... |
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| SubjectTerms | Ammonium bromide Anodic oxidation Chemistry Chemistry, Multidisciplinary Decarboxylative bromination Electro-oxidation Physical Sciences Science & Technology α,β-Unsaturated carboxylic acids |
| Title | Decarboxylative bromination of α,β-unsaturated carboxylic acids via an anodic oxidation |
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