Highly efficient Cu(acac)2 catalyzed multi component synthesis of 1,4-disubstituted-1,2,3-triazoles using aryl halide/ phenyl boronic acid or styrene oxide and aryl alkynes with sodium azide in aqueous medium
The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, with sodium azide and alkynes using copper catalysis has been discussed. The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazole...
Saved in:
| Published in | Tetrahedron Vol. 179; p. 134629 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Elsevier Ltd
01.07.2025
|
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, with sodium azide and alkynes using copper catalysis has been discussed. The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazoles/β-hydroxy-triazoles. Relatively inert aryl halides are smoothly activated by the catalyst to form aryl azide sin situ. The multicomponent approach of the reaction makes it efficient, easy to perform and variety of functional group tolerant. This copper-catalyzed aqueous [3 + 2] azide−alkyne cycloaddition (CuAAC) reactions of in situ generated aryl azide/azido-alcohol and alkyne using commercially and readily available Cu(acac)2 catalyst serves as an efficient protocol in ‘‘Click Chemistry’‘.
[Display omitted]
•Relatively inert aryl halides are smoothly activated by the catalyst to form aryl azides in situ.•The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, sodium azide and alkynes using copper catalysis has been discussed.•The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazoles/β-hydroxy-triazoles.•This copper-catalyzed [3 + 2] azide−alkyne cycloaddition (CuAAC) reactions of in situ generated aryl azide/azido-alcohol and alkyne demonstrated.•Commercially and readily available Cu(acac)2 catalyst serves as an efficient protocol in this‘‘Click Chemistry’‘. |
|---|---|
| AbstractList | The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, with sodium azide and alkynes using copper catalysis has been discussed. The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazoles/β-hydroxy-triazoles. Relatively inert aryl halides are smoothly activated by the catalyst to form aryl azide sin situ. The multicomponent approach of the reaction makes it efficient, easy to perform and variety of functional group tolerant. This copper-catalyzed aqueous [3 + 2] azide−alkyne cycloaddition (CuAAC) reactions of in situ generated aryl azide/azido-alcohol and alkyne using commercially and readily available Cu(acac)₂ catalyst serves as an efficient protocol in ‘‘Click Chemistry’‘. The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, with sodium azide and alkynes using copper catalysis has been discussed. The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazoles/β-hydroxy-triazoles. Relatively inert aryl halides are smoothly activated by the catalyst to form aryl azide sin situ. The multicomponent approach of the reaction makes it efficient, easy to perform and variety of functional group tolerant. This copper-catalyzed aqueous [3 + 2] azide−alkyne cycloaddition (CuAAC) reactions of in situ generated aryl azide/azido-alcohol and alkyne using commercially and readily available Cu(acac)2 catalyst serves as an efficient protocol in ‘‘Click Chemistry’‘. [Display omitted] •Relatively inert aryl halides are smoothly activated by the catalyst to form aryl azides in situ.•The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, sodium azide and alkynes using copper catalysis has been discussed.•The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazoles/β-hydroxy-triazoles.•This copper-catalyzed [3 + 2] azide−alkyne cycloaddition (CuAAC) reactions of in situ generated aryl azide/azido-alcohol and alkyne demonstrated.•Commercially and readily available Cu(acac)2 catalyst serves as an efficient protocol in this‘‘Click Chemistry’‘. |
| ArticleNumber | 134629 |
| Author | Kalyana, Venkata Prasad Roy, Ujjal Kanti Pappula, Upendra |
| Author_xml | – sequence: 1 givenname: Upendra surname: Pappula fullname: Pappula, Upendra – sequence: 2 givenname: Venkata Prasad surname: Kalyana fullname: Kalyana, Venkata Prasad – sequence: 3 givenname: Ujjal Kanti surname: Roy fullname: Roy, Ujjal Kanti email: uroccu@gmail.com |
| BookMark | eNp9kc1u1DAURrMoEm3hAdjdZZEmU_8kbiJWaAQUqRIbWFuOfdPx4NiD7QCZp-SRcBTWrCxb57u-n85NdeWDx6p6Q8meEiruT_uMec8Ia_eUN4L1V9U1IQ2pG8LIy-ompRMhhFLGr6s_j_b56BbAcbTaos9wmO-UVvotA62ycssFDUyzyxZ0mM7lp8KkxecjJpsgjEB3TW1smoeUbZ4zmpru2I7XOVp1CQ4TzMn6Z1BxcXBUzhq8h_MRfbkOIQZvNShtDYQIKS8RPUL4XShQ3mwp5b4vvgz6ZfMRUjB2nkBdVsR6UD9mDHOCCdf3V9WLUbmEr_-dt9W3jx--Hh7rpy-fPh_eP9Wasoeu7nvFjcJ-4IYy1tNGdy3vhk7TfhTj2AneIepOExSqUUP7MAjCcVDCMI5aCH5b3W1zzzGUBVKWk00anVN-3UZyRgTtW9F2BaUbqmNIKeIoz9FOpZikRK7G5EkWY3I1JjdjJfNuy2Dp8NNilGnVo0vHiDpLE-x_0n8B_r-mrQ |
| Cites_doi | 10.1016/j.molstruc.2021.130019 10.1039/C4NJ00909F 10.1021/acs.accounts.5b00293 10.1080/00397911.2023.2174031 10.1039/C5NJ02681D 10.1002/slct.202104543 10.1002/adsc.200900353 10.1021/jo200085j 10.1039/b918223c 10.1016/j.nanoso.2021.100756 10.1021/ja0471525 10.1039/D3GC04346K 10.1016/j.molstruc.2022.134493 10.1002/ejoc.201000802 10.1039/C4DT02962C 10.1080/00397910802026329 10.1021/acsomega.9b01477 10.1039/c3dt50247c 10.1016/j.apcata.2017.07.006 10.1039/B604297J 10.1002/adsc.201000637 10.1002/slct.202101035 10.1016/j.ica.2016.09.048 10.1002/cjoc.201700007 10.1002/ejoc.201301695 10.1021/acsmedchemlett.0c00636 10.1016/j.ccr.2011.06.028 10.1002/anie.201105707 10.1016/j.ica.2024.121999 10.1007/s10562-021-03772-9 10.1039/c3dt50987g 10.1039/C7RA10653J 10.1021/jo2016339 10.1016/j.ccr.2015.06.002 10.1016/j.ccr.2016.02.010 10.1021/acs.organomet.2c00246 10.1016/j.tet.2017.10.050 10.1039/B917781G 10.1039/c2ob25061f 10.1002/chem.200800479 10.1021/acscatal.2c00723 10.1016/j.tet.2023.133442 10.1007/s10562-015-1672-7 10.1111/jphp.12550 10.1016/j.tetlet.2005.02.127 10.1126/science.1229506 10.1016/j.jorganchem.2013.10.005 10.1016/j.tetlet.2017.12.051 |
| ContentType | Journal Article |
| Copyright | 2025 Elsevier Ltd |
| Copyright_xml | – notice: 2025 Elsevier Ltd |
| DBID | AAYXX CITATION 7S9 L.6 |
| DOI | 10.1016/j.tet.2025.134629 |
| DatabaseName | CrossRef AGRICOLA AGRICOLA - Academic |
| DatabaseTitle | CrossRef AGRICOLA AGRICOLA - Academic |
| DatabaseTitleList | AGRICOLA |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| ExternalDocumentID | 10_1016_j_tet_2025_134629 S0040402025001851 |
| GroupedDBID | --- --K --M -DZ -ET -~X .~1 0R~ 123 1B1 1~. 1~5 4.4 457 4G. 5RE 5VS 7-5 71M 8P~ 9JM 9JN AABNK AACTN AAEDT AAEDW AAHBH AAIKC AAIKJ AAKOC AALRI AAMNW AAOAW AAQFI AARLI AATTM AAXKI AAXUO ABFNM ABGSF ABJNI ABMAC ABPPZ ABUDA ABZDS ACDAQ ACGFS ACNCT ACRLP ADBBV ADECG ADEZE ADUVX AEBSH AEHWI AEIPS AEKER AENEX AFJKZ AFTJW AFXIZ AFZHZ AGCQF AGUBO AGYEJ AIEXJ AIKHN AITUG AJSZI AKRWK ALCLG ALMA_UNASSIGNED_HOLDINGS AMRAJ ANKPU APXCP AXJTR BKOJK BLXMC BNPGV CS3 DU5 EBS EFJIC EO8 EO9 EP2 EP3 F5P FDB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA IHE J1W K-O KOM MO0 N9A O-L O9- OAUVE OGGZJ OZT P-8 P-9 P2P PC. Q38 RNS ROL RPZ SCC SDF SDG SDP SES SEW SOC SPC SPCBC SSH SSK SSP SSU T5K TN5 TWZ WH7 XPP XSW YK3 YR2 ZMT ~G- .GJ 186 1RT 29Q 53G 6TJ AAQXK AAYJJ AAYWO AAYXX ABDPE ABEFU ABXDB ACBNA ACKIV ACNNM ACRPL ACVFH ADCNI ADMUD ADNMO ADVLN ADXHL AETEA AEUPX AFFNX AFPUW AGHFR AGQPQ AGRDE AGRNS AHHHB AIGII AIIUN AKBMS AKYEP ASPBG AVWKF AZFZN CITATION EJD FEDTE FGOYB HMS HVGLF HZ~ M2Z M41 MVM NEJ OHT PVJ R2- RIG SCB UQL WUQ XOL ZCG ZKB 7S9 L.6 |
| ID | FETCH-LOGICAL-c1278-99a3dae9b3d122914c8538b8c19f6ff8638eec8c0e6a4ab57b603eba6d23ec663 |
| IEDL.DBID | .~1 |
| ISSN | 0040-4020 |
| IngestDate | Wed Jul 02 03:23:19 EDT 2025 Tue Jul 01 05:06:41 EDT 2025 Sat Apr 26 15:41:24 EDT 2025 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Keywords | 1,4-Disubstituted-1,2,3-triazoles Aryl halide activation Cycloaddition β-Hydroxy-triazoles Copper catalyst |
| Language | English |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c1278-99a3dae9b3d122914c8538b8c19f6ff8638eec8c0e6a4ab57b603eba6d23ec663 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| PQID | 3206195658 |
| PQPubID | 24069 |
| ParticipantIDs | proquest_miscellaneous_3206195658 crossref_primary_10_1016_j_tet_2025_134629 elsevier_sciencedirect_doi_10_1016_j_tet_2025_134629 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2025-07-01 2025-07-00 20250701 |
| PublicationDateYYYYMMDD | 2025-07-01 |
| PublicationDate_xml | – month: 07 year: 2025 text: 2025-07-01 day: 01 |
| PublicationDecade | 2020 |
| PublicationTitle | Tetrahedron |
| PublicationYear | 2025 |
| Publisher | Elsevier Ltd |
| Publisher_xml | – name: Elsevier Ltd |
| References | Jiang, Wang, Bai, Hor, Lal, Gonzalez, Chen, Zhuo, Cui, Zhang (bib16) 2013; 42 Nipate, Jadhav, Chate, Deshmukh, Sarkate, Gill (bib7) 2021; 6 Bai, Kwang, Koh, Young, Hor (bib12) 2010; 39 Chetia, Konwar, Pegu, Konwer, Sarma (bib28) 2021; 1233 Ladomenou, Nikolaou, Charalambidis, Coutsolelos (bib3) 2016; 306 Saini, Sonika, Singh, Kaur, Singh, Singh (bib35) 2021; 504 Kantam, Kavita, Haritha (bib30) 2004; 7 Hudlicky, Kutchan, Wilson, Mao, Alonso, Moglie, Radivoy, Yus (bib29) 1980; 102 Worrell (bib38) 2013; 340 Héron, Balcells, Lainez, Gallegos, Munarriz, Azpiroz, Passarelli, Jiménez, Pérez-Torrente, Ayouchia, Anane, Domingo, Stiriba (bib39) 2022; 12 Hoshi, Shirakawa, Jiang, Li, Li, Sun, Zhao, Jia, Guo, Xu (bib31) 2002; 1101 Himo, Lovell, Hilgraf, Rostovtsev, Noodleman, Sharpless, Fokin, Kaboudin, Abedia, Yokomatsu (bib17) 2005; 127 Kumar, Lal, Tittal (bib1) 2024; 26 Muller, Braese (bib13) 2011; 50 Pawar, Gajare, Jagdale, Patil, Chandane, Rashinkar, Patil (bib6) 2022; 152 Naeimi, Nejadshafiee, Reddy, Maheswari, Rajgopal, Kantam (bib24) 2014; 38 Wang, Ikhlef, Kahlal, Saillard, Astruc, Liang, Astruc (bib11) 2016; 316 B oningari, Olmos, Reddy, Sommer, Pale (bib23) 2010 Sharghi, Beyzavi, Safavi, Doroodmand, Khalifeh (bib25) 2009; 351 Murthy, Samsonu, Diwakar (bib32) 2013; 6 Kafle, Handy (bib26) 2017; 73 Shakeel, Iqbal, Ezzeldin, Anand, Kumar, Maity, Maikhuri (bib10) 2016; 68 Layek, Kumari, Anuradha, Agrahari, Ganguly, Pathak (bib21) 2016; 453 Hosseini, Doustkhah, Kirillova, Rostamnia, Mahmoudi, Kirillov (bib37) 2017; 548 Kim, Park, Kang, Song, Park (bib20) 2010; 46 Orgueira, Fokas, Isome, Chan, Baldino (bib36) 2005; 46 Islam, Taher, Choudhary, Witcom, Mallick (bib27) 2015; 44 Lauria, Delisi, Mingoia, Terenzi, Martorana, Barone, Almerico (bib4) 2014 Chetia, Gehlot, Kumar, Sarma (bib8) 2018; 59 Kafle, Handy (bib34) 2017; 73 Alonso, Moglie, Radivoy, Yus (bib22) 2010; 352 Chassaing, Sani Souna Sido, Alix, Kumarraja, Pale, Sommer (bib33) 2008; 14 Bai, Jiang, Zuo, Hor (bib14) 2013; 42 Bhardwaj, Jamwal, Paul (bib5) 2016; 146 Molteni, Bianchi, Marinoni, Santo, Ponti, Cerda-Pedro, Rojas-Lima, Santillan, Lopez-Ruiz (bib19) 2006; 30 Grob, Schibli, Béhé, Valverde, Mindt (bib9) 2021; 12 Liu, Novoa, Manzur, Carrillo, Hamon (bib18) 2016; 40 Alonso, Moglie, Radivoy (bib15) 2015; 48 Hazra, Mondal, Das, Majhi, Pradhan, Mallick, Shukla, Das, Roy, Sarkar, Kundu, Mondal, Mukherjee, Bandyopadhyay, Roy, Kundu, Mondal, Das, Roy, Patra, Dubey, Mondal, Gupta, Ghosh, Meikap, Roy, Bhattacharjee, Saha, Mondal, Kundu, Mondal, Saha, Roy, Roychowdhuy, Das, Biswas, Mondal, Hajra, Rizzoli, Mallick, Saha, Saha, Roy, Saha (bib2) 2023; 139 Chassaing (10.1016/j.tet.2025.134629_bib33) 2008; 14 Anand (10.1016/j.tet.2025.134629_bib10b) 2023; 53 Chetia (10.1016/j.tet.2025.134629_bib8) 2018; 59 Chetia (10.1016/j.tet.2025.134629_bib28) 2021; 1233 Orgueira (10.1016/j.tet.2025.134629_bib36) 2005; 46 Layek (10.1016/j.tet.2025.134629_bib21) 2016; 453 Jiang (10.1016/j.tet.2025.134629_bib16a) 2013; 42 Bhardwaj (10.1016/j.tet.2025.134629_bib5) 2016; 146 Lauria (10.1016/j.tet.2025.134629_bib4) 2014 Mondal (10.1016/j.tet.2025.134629_bib2e) 2019; 4 Biswas (10.1016/j.tet.2025.134629_bib2f) 2024; 565 Héron (10.1016/j.tet.2025.134629_bib39a) 2022; 12 Kim (10.1016/j.tet.2025.134629_bib20) 2010; 46 Naeimi (10.1016/j.tet.2025.134629_bib24a) 2014; 38 Patra (10.1016/j.tet.2025.134629_bib2d) 2021; 26 Himo (10.1016/j.tet.2025.134629_bib17a) 2005; 127 Sharghi (10.1016/j.tet.2025.134629_bib25) 2009; 351 Kafle (10.1016/j.tet.2025.134629_bib34) 2017; 73 Pawar (10.1016/j.tet.2025.134629_bib6) 2022; 152 Alonso (10.1016/j.tet.2025.134629_bib22) 2010; 352 Liu (10.1016/j.tet.2025.134629_bib18) 2016; 40 Saini (10.1016/j.tet.2025.134629_bib35) 2021; 504 Chen (10.1016/j.tet.2025.134629_bib16c) 2014; 749 Alonso (10.1016/j.tet.2025.134629_bib15) 2015; 48 Molteni (10.1016/j.tet.2025.134629_bib19a) 2006; 30 Reddy (10.1016/j.tet.2025.134629_bib24b) 2008; 38 Kantam (10.1016/j.tet.2025.134629_bib30) 2004; 7 Jiang (10.1016/j.tet.2025.134629_bib31b) 2017; 35 Hosseini (10.1016/j.tet.2025.134629_bib37) 2017; 548 Liang (10.1016/j.tet.2025.134629_bib11b) 2011; 255 Kundu (10.1016/j.tet.2025.134629_bib2c) 2022; 7 Hudlicky (10.1016/j.tet.2025.134629_bib29a) 1980; 102 Nipate (10.1016/j.tet.2025.134629_bib7) 2021; 6 Worrell (10.1016/j.tet.2025.134629_bib38) 2013; 340 Hazra (10.1016/j.tet.2025.134629_bib2a) 2023; 139 Sarkar (10.1016/j.tet.2025.134629_bib2b) 2023; 1274 Shakeel (10.1016/j.tet.2025.134629_bib10a) 2016; 68 Bai (10.1016/j.tet.2025.134629_bib14) 2013; 42 Ayouchia (10.1016/j.tet.2025.134629_bib39c) 2018; 8 Muller (10.1016/j.tet.2025.134629_bib13) 2011; 50 Hoshi (10.1016/j.tet.2025.134629_bib31a) 2002; 1101 Grob (10.1016/j.tet.2025.134629_bib9) 2021; 12 Ladomenou (10.1016/j.tet.2025.134629_bib3) 2016; 306 Kaboudin (10.1016/j.tet.2025.134629_bib17b) 2012; 10 Kumar (10.1016/j.tet.2025.134629_bib1) 2024; 26 Cerda-Pedro (10.1016/j.tet.2025.134629_bib19b) 2015; 59 Kafle (10.1016/j.tet.2025.134629_bib26) 2017; 73 Lainez (10.1016/j.tet.2025.134629_bib39b) 2022; 41 Islam (10.1016/j.tet.2025.134629_bib27) 2015; 44 Alonso (10.1016/j.tet.2025.134629_bib29b) 2011; 76 Bai (10.1016/j.tet.2025.134629_bib12) 2010; 39 Wang (10.1016/j.tet.2025.134629_bib11a) 2016; 316 B oningari (10.1016/j.tet.2025.134629_bib23) 2010 Lal (10.1016/j.tet.2025.134629_bib16b) 2011; 76 Murthy (10.1016/j.tet.2025.134629_bib32) 2013; 6 |
| References_xml | – volume: 50 year: 2011 ident: bib13 article-title: Click chemistry finds its way into covalent porous organic materials publication-title: Angew. Chem. Int. Ed. – volume: 48 start-page: 2516 year: 2015 ident: bib15 article-title: Copper nanoparticles in click chemistry publication-title: Acc. Chem. Res. – start-page: 6338 year: 2010 ident: bib23 article-title: Zeo-Click chemistry: copper(I)–Zeolite-Catalyzed cascade reaction; one-pot epoxide ring-opening and cycloaddition publication-title: Eur. J. Org. Chem. – volume: 73 start-page: 7024 year: 2017 ident: bib26 article-title: A one-pot, copper-catalyzedazidation/click reaction of aryl and heteroaryl bromides in an environmentally friendly deep eutectic solvent publication-title: Tetrahedron – volume: 102 start-page: 6353 year: 1980 ident: bib29 article-title: Benefits of unconventional methods in the total synthesis of natural products publication-title: J. Am. Chem. Soc. – volume: 7 start-page: 643 year: 2004 ident: bib30 article-title: A simple, efficient and recyclable copper(II) acetylacetonate catalytic system for oxidation of sec-alcohols in ionic liquid publication-title: Synlett – volume: 39 start-page: 2631 year: 2010 end-page: 2636 ident: bib12 article-title: Functionalized 1,2,3-triazoles as building blocks for photoluminescent POLOs (polymers of oligomers) of copper publication-title: Dalton Trans. – volume: 127 start-page: 210 year: 2005 ident: bib17 article-title: Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates publication-title: J. Am. Chem. Soc. – start-page: 3289 year: 2014 ident: bib4 article-title: 1,2,3-Triazole in heterocyclic compounds, endowed with biological activity, through 1,3-dipolar cycloadditions publication-title: Eur. J. Org. Chem. – volume: 146 start-page: 629 year: 2016 ident: bib5 article-title: Synthesis of 1,4-Biphenyl-triazole derivatives as possible 17 β-HSD1 inhibitors: an in silico study publication-title: Catal. Lett. – volume: 46 start-page: 439 year: 2010 ident: bib20 article-title: CuO hollow nanostructures catalyze [3 + 2] cycloaddition of azides with terminal alkynes publication-title: Chem. Commun. – volume: 548 start-page: 96 year: 2017 ident: bib37 article-title: Combining ethylenediamine and ionic liquid functionalities within SBA-15: a promising catalytic pair for tandem Cu–aac reaction publication-title: Appl. Catal. Gen. – volume: 26 start-page: 1725 year: 2024 ident: bib1 article-title: Green synthesis of 1,4-disubstituted 1,2,3-triazoles: a sustainable approach publication-title: Green Chem. – volume: 14 start-page: 6713 year: 2008 ident: bib33 article-title: “Click chemistry” in zeolites: copper(I) zeolites as new heterogeneous and ligand-free catalysts for the huisgen [3+2] cycloaddition publication-title: Chem. Eur J. – volume: 42 year: 2013 ident: bib14 article-title: Hybrid NS ligands supported Cu(I)/(II) complexes for azide-alkyne cycloaddition reactions publication-title: Dalton Trans. – volume: 46 start-page: 2911 year: 2005 end-page: 2914 ident: bib36 article-title: Regioselective synthesis of [1,2,3]-triazoles catalyzed by Cu(I) generated in situ from Cu(0) nanosize activated powder and amine hydrochloride salts publication-title: Tetrahedron Lett. – volume: 1233 year: 2021 ident: bib28 article-title: Synthesis of copper containing polyaniline composites through interfacial polymerisation: an effective catalyst for Click reaction at room temperature publication-title: J. Mol. Struct. – volume: 352 start-page: 3208 year: 2010 ident: bib22 article-title: Multicomponent synthesis of 1,2,3-triazoles in water catalyzed by copper nanoparticles on activated carbon publication-title: Adv. Synth. Catal. – volume: 306 start-page: 1 year: 2016 ident: bib3 article-title: Recent advances in multinuclear metal nitrosyl complexes publication-title: Coord. Chem. Rev. – volume: 340 start-page: 45 year: 2013 ident: bib38 article-title: Direct evidence of a dinuclear copper intermediate in Cu(I)-catalyzed azide-alkyne cycloadditions publication-title: Science – volume: 152 start-page: 1854 year: 2022 ident: bib6 article-title: Supported NHC-benzimi@Cu complex as a magnetically separable and reusable catalyst for the multicomponent and click synthesis of 1,4-disubstituted 1,2,3-triazoles via huisgen 1,3-dipolar cycloaddition publication-title: Catal. Lett. – volume: 12 start-page: 585 year: 2021 ident: bib9 article-title: 1,5-Disubstituted 1,2,3-triazoles as amide bond isosteres yield novel tumor-targeting MinigastrinAnalogs publication-title: ACS Med. Chem. Lett. – volume: 30 start-page: 1137 year: 2006 ident: bib19 article-title: Cu/Cu-oxide nanoparticles as catalyst in the “click” azide–alkyne cycloaddition publication-title: New J. Chem. – volume: 42 start-page: 9437 year: 2013 ident: bib16 article-title: “Click-and-click”- hybridised 1,2,3-triazoles supported Cu(I) coordination polymers for azide–alkyne cycloaddition publication-title: Dalton Trans. – volume: 38 start-page: 5429 year: 2014 ident: bib24 article-title: Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(I) @phosphorated SiO2 via multicomponent reaction in aqueous media publication-title: New J. Chem. – volume: 73 start-page: 7024 year: 2017 end-page: 7029 ident: bib34 article-title: A one-pot, copper-catalyzed azidation/click reaction of aryl and heteroaryl bromides in an environmentally friendly deep eutectic solvent publication-title: Tetrahedron – volume: 6 start-page: 5173 year: 2021 ident: bib7 article-title: Synthesis and in vitro anticancer activities of new 1,4-disubstituted-1,2,3-triazoles derivatives through click approach publication-title: ChemistrySelect – volume: 139 year: 2023 ident: bib2 article-title: Multicomponent consecutive Barbier propargylation and CuAAC click reactions using Zn/CuFe publication-title: Tetrahedron – volume: 40 start-page: 3308 year: 2016 ident: bib18 article-title: New organometallic Schiff-base copper complexes as efficient “click” reaction precatalysts publication-title: New J. Chem. – volume: 44 start-page: 1341 year: 2015 ident: bib27 article-title: A polymer supported Cu(I) catalyst for the ‘click reaction’ in aqueous media publication-title: Dalton Trans. – volume: 68 start-page: 772 year: 2016 ident: bib10 article-title: Bioavailability enhancement and pharmacokinetic profile of an anticancer drug ibrutinib by self-nanoemulsifying drug delivery system publication-title: J. Pharm. Pharmacol. – volume: 1101 start-page: 1239 year: 2002 ident: bib31 article-title: Stereoselective syntheses of (E)- and (Z)-1-Arylalk-3-en-1-ynes and (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-Alka-1,5-dien-3-ynes via a one-pot multicomponent coupling reaction publication-title: Synlett – volume: 453 start-page: 735 year: 2016 ident: bib21 article-title: Synthesis, characterization and crystal structure of a diketonebased Cu(II) complex and its catalytic activity for the synthesis of 1,2,3-triazoles publication-title: Inorg. Chim. Acta. – volume: 59 start-page: 397 year: 2018 ident: bib8 article-title: Cobalt(II)-catalyzed oxidation of alcohols into carboxylic acids and ketones with hydrogen peroxide publication-title: Tetrahedron Lett. – volume: 351 start-page: 2391 year: 2009 ident: bib25 article-title: Immobilization of porphyrinatocopper nanoparticles onto activated multi-walled carbon nanotubes and a study of its catalytic activity as an efficient heterogeneous catalyst for a click approach to the three-component synthesis of 1,2,3-triazoles in water publication-title: Adv. Synth. Catal. – volume: 504 year: 2021 ident: bib35 article-title: Robust and Versatile Cu(I) metal frameworks as potential catalysts for azide-alkyne cycloaddition reactions: review publication-title: Mol. Catal. – volume: 6 start-page: 125 year: 2013 ident: bib32 article-title: Development of one pot three component synthesis of 1,4-substituted, 1,2,3-triazoles, employing green catalyst publication-title: Org. Commun. – volume: 12 start-page: 4744 year: 2022 end-page: 4753 ident: bib39 article-title: Concerted cycloaddition mechanism in the CuAAC reaction catalyzed by 1, 8-naphthyridine dicopper complexes publication-title: ACS Catal. – volume: 316 start-page: 1 year: 2016 end-page: 20 ident: bib11 article-title: Metal-catalyzed azide-alkyne “click” reactions: mechanistic overview and recent trends publication-title: Coord. Chem. Rev. – volume: 1233 year: 2021 ident: 10.1016/j.tet.2025.134629_bib28 article-title: Synthesis of copper containing polyaniline composites through interfacial polymerisation: an effective catalyst for Click reaction at room temperature publication-title: J. Mol. Struct. doi: 10.1016/j.molstruc.2021.130019 – volume: 38 start-page: 5429 year: 2014 ident: 10.1016/j.tet.2025.134629_bib24a article-title: Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(I) @phosphorated SiO2 via multicomponent reaction in aqueous media publication-title: New J. Chem. doi: 10.1039/C4NJ00909F – volume: 48 start-page: 2516 year: 2015 ident: 10.1016/j.tet.2025.134629_bib15 article-title: Copper nanoparticles in click chemistry publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.5b00293 – volume: 53 start-page: 345 year: 2023 ident: 10.1016/j.tet.2025.134629_bib10b article-title: Recent progress in the Cu-catalyzed multicomponent synthesis of 1,4-disubstituted 1,2,3-triazoles publication-title: Synth. Commun. doi: 10.1080/00397911.2023.2174031 – volume: 40 start-page: 3308 year: 2016 ident: 10.1016/j.tet.2025.134629_bib18 article-title: New organometallic Schiff-base copper complexes as efficient “click” reaction precatalysts publication-title: New J. Chem. doi: 10.1039/C5NJ02681D – volume: 1101 year: 2002 ident: 10.1016/j.tet.2025.134629_bib31a article-title: Stereoselective syntheses of (E)- and (Z)-1-Arylalk-3-en-1-ynes and (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-Alka-1,5-dien-3-ynes via a one-pot multicomponent coupling reaction publication-title: Synlett – volume: 7 year: 2022 ident: 10.1016/j.tet.2025.134629_bib2c article-title: Synthesis and reactivity of copper and copper containing magnetically separable catalysts publication-title: ChemistrySelect doi: 10.1002/slct.202104543 – volume: 351 start-page: 2391 year: 2009 ident: 10.1016/j.tet.2025.134629_bib25 article-title: Immobilization of porphyrinatocopper nanoparticles onto activated multi-walled carbon nanotubes and a study of its catalytic activity as an efficient heterogeneous catalyst for a click approach to the three-component synthesis of 1,2,3-triazoles in water publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.200900353 – volume: 102 start-page: 6353 year: 1980 ident: 10.1016/j.tet.2025.134629_bib29a article-title: Benefits of unconventional methods in the total synthesis of natural products publication-title: J. Am. Chem. Soc. – volume: 76 start-page: 2367 year: 2011 ident: 10.1016/j.tet.2025.134629_bib16b article-title: [CuBr(PPh3)3] for azide-alkyne cycloaddition reactions under strict click conditions publication-title: J. Org. Chem. doi: 10.1021/jo200085j – volume: 39 start-page: 2631 year: 2010 ident: 10.1016/j.tet.2025.134629_bib12 article-title: Functionalized 1,2,3-triazoles as building blocks for photoluminescent POLOs (polymers of oligomers) of copper publication-title: Dalton Trans. doi: 10.1039/b918223c – volume: 6 start-page: 125 year: 2013 ident: 10.1016/j.tet.2025.134629_bib32 article-title: Development of one pot three component synthesis of 1,4-substituted, 1,2,3-triazoles, employing green catalyst publication-title: Org. Commun. – volume: 26 year: 2021 ident: 10.1016/j.tet.2025.134629_bib2d article-title: Design of π-conjugated flexible semiconductive 2D MOF and MOF derived CuO nanospheres for solvent free C-X (S, O) hetero-coupling catalysis with enhanced conductivity publication-title: Nano-Struct. Nano-Objects doi: 10.1016/j.nanoso.2021.100756 – volume: 127 start-page: 210 year: 2005 ident: 10.1016/j.tet.2025.134629_bib17a article-title: Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates publication-title: J. Am. Chem. Soc. doi: 10.1021/ja0471525 – volume: 26 start-page: 1725 year: 2024 ident: 10.1016/j.tet.2025.134629_bib1 article-title: Green synthesis of 1,4-disubstituted 1,2,3-triazoles: a sustainable approach publication-title: Green Chem. doi: 10.1039/D3GC04346K – volume: 1274 year: 2023 ident: 10.1016/j.tet.2025.134629_bib2b article-title: Microstructural investigation of sonochemically synthesized Zn substituted CuFe2O4 nanoparticles for heterogeneous green catalytic click chemistry and dye degradation publication-title: J. Mol. Struct. doi: 10.1016/j.molstruc.2022.134493 – start-page: 6338 year: 2010 ident: 10.1016/j.tet.2025.134629_bib23 article-title: Zeo-Click chemistry: copper(I)–Zeolite-Catalyzed cascade reaction; one-pot epoxide ring-opening and cycloaddition publication-title: Eur. J. Org. Chem. doi: 10.1002/ejoc.201000802 – volume: 44 start-page: 1341 year: 2015 ident: 10.1016/j.tet.2025.134629_bib27 article-title: A polymer supported Cu(I) catalyst for the ‘click reaction’ in aqueous media publication-title: Dalton Trans. doi: 10.1039/C4DT02962C – volume: 38 start-page: 2158 year: 2008 ident: 10.1016/j.tet.2025.134629_bib24b article-title: One-pot sequential synthesis of β-Hydroxy-1,4-disubstituted-1,2,3-triazoles from in-situ generated β-azido alcohol by click chemistry publication-title: Synth. Commun. doi: 10.1080/00397910802026329 – volume: 4 year: 2019 ident: 10.1016/j.tet.2025.134629_bib2e article-title: Sono-chemically synthesized spincanted CuFe2O4 nanoparticles for heterogeneous green catalytic click chemistry publication-title: ACS Omega doi: 10.1021/acsomega.9b01477 – volume: 42 year: 2013 ident: 10.1016/j.tet.2025.134629_bib14 article-title: Hybrid NS ligands supported Cu(I)/(II) complexes for azide-alkyne cycloaddition reactions publication-title: Dalton Trans. doi: 10.1039/c3dt50247c – volume: 548 start-page: 96 year: 2017 ident: 10.1016/j.tet.2025.134629_bib37 article-title: Combining ethylenediamine and ionic liquid functionalities within SBA-15: a promising catalytic pair for tandem Cu–aac reaction publication-title: Appl. Catal. Gen. doi: 10.1016/j.apcata.2017.07.006 – volume: 30 start-page: 1137 year: 2006 ident: 10.1016/j.tet.2025.134629_bib19a article-title: Cu/Cu-oxide nanoparticles as catalyst in the “click” azide–alkyne cycloaddition publication-title: New J. Chem. doi: 10.1039/B604297J – volume: 352 start-page: 3208 year: 2010 ident: 10.1016/j.tet.2025.134629_bib22 article-title: Multicomponent synthesis of 1,2,3-triazoles in water catalyzed by copper nanoparticles on activated carbon publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.201000637 – volume: 6 start-page: 5173 year: 2021 ident: 10.1016/j.tet.2025.134629_bib7 article-title: Synthesis and in vitro anticancer activities of new 1,4-disubstituted-1,2,3-triazoles derivatives through click approach publication-title: ChemistrySelect doi: 10.1002/slct.202101035 – volume: 453 start-page: 735 year: 2016 ident: 10.1016/j.tet.2025.134629_bib21 article-title: Synthesis, characterization and crystal structure of a diketonebased Cu(II) complex and its catalytic activity for the synthesis of 1,2,3-triazoles publication-title: Inorg. Chim. Acta. doi: 10.1016/j.ica.2016.09.048 – volume: 35 start-page: 1239 year: 2017 ident: 10.1016/j.tet.2025.134629_bib31b article-title: Copper(II) acetylacetonate: an efficient catalyst for huisgen-click reaction for synthesis of 1,2,3-triazoles in water publication-title: Chin. J. Chem. doi: 10.1002/cjoc.201700007 – start-page: 3289 year: 2014 ident: 10.1016/j.tet.2025.134629_bib4 article-title: 1,2,3-Triazole in heterocyclic compounds, endowed with biological activity, through 1,3-dipolar cycloadditions publication-title: Eur. J. Org. Chem. doi: 10.1002/ejoc.201301695 – volume: 12 start-page: 585 year: 2021 ident: 10.1016/j.tet.2025.134629_bib9 article-title: 1,5-Disubstituted 1,2,3-triazoles as amide bond isosteres yield novel tumor-targeting MinigastrinAnalogs publication-title: ACS Med. Chem. Lett. doi: 10.1021/acsmedchemlett.0c00636 – volume: 255 start-page: 2933 year: 2011 ident: 10.1016/j.tet.2025.134629_bib11b article-title: The copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) “click” reaction and its applications. An overview publication-title: Coord. Chem. Rev. doi: 10.1016/j.ccr.2011.06.028 – volume: 50 year: 2011 ident: 10.1016/j.tet.2025.134629_bib13 article-title: Click chemistry finds its way into covalent porous organic materials publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201105707 – volume: 565 year: 2024 ident: 10.1016/j.tet.2025.134629_bib2f article-title: Simultaneous hydroxido-, nitrato-, and phenoxido-bridged binuclear copper Schiff base complex for green catalytic click chemistry: synthesis, structure, Hirshfeld surface analysis, theoretical study and photoluminescence spectra publication-title: Inorg. Chim. Acta. doi: 10.1016/j.ica.2024.121999 – volume: 152 start-page: 1854 year: 2022 ident: 10.1016/j.tet.2025.134629_bib6 article-title: Supported NHC-benzimi@Cu complex as a magnetically separable and reusable catalyst for the multicomponent and click synthesis of 1,4-disubstituted 1,2,3-triazoles via huisgen 1,3-dipolar cycloaddition publication-title: Catal. Lett. doi: 10.1007/s10562-021-03772-9 – volume: 42 start-page: 9437 year: 2013 ident: 10.1016/j.tet.2025.134629_bib16a article-title: “Click-and-click”- hybridised 1,2,3-triazoles supported Cu(I) coordination polymers for azide–alkyne cycloaddition publication-title: Dalton Trans. doi: 10.1039/c3dt50987g – volume: 8 start-page: 7670 year: 2018 ident: 10.1016/j.tet.2025.134629_bib39c article-title: Understanding the mechanism and regioselectivity of the copper(i) catalyzed [3 + 2] cycloaddition reaction between azide and alkyne: a systematic DFT study publication-title: RSC Adv. doi: 10.1039/C7RA10653J – volume: 76 start-page: 8394 year: 2011 ident: 10.1016/j.tet.2025.134629_bib29b article-title: Multicomponent click synthesis of 1,2,3-triazoles from epoxides in water catalyzed by copper nanoparticles on activated carbon publication-title: J. Org. Chem. doi: 10.1021/jo2016339 – volume: 306 start-page: 1 year: 2016 ident: 10.1016/j.tet.2025.134629_bib3 article-title: Recent advances in multinuclear metal nitrosyl complexes publication-title: Coord. Chem. Rev. doi: 10.1016/j.ccr.2015.06.002 – volume: 316 start-page: 1 year: 2016 ident: 10.1016/j.tet.2025.134629_bib11a article-title: Metal-catalyzed azide-alkyne “click” reactions: mechanistic overview and recent trends publication-title: Coord. Chem. Rev. doi: 10.1016/j.ccr.2016.02.010 – volume: 59 start-page: 130 year: 2015 ident: 10.1016/j.tet.2025.134629_bib19b article-title: Phenylboronic Acid/CuSO4 as an efficient catalyst for the synthesis of 1,4-disubstituted-1,2,3-triazoles from terminal acetylenes and alkyl azides publication-title: J. Mex. Chem. Soc. – volume: 41 start-page: 2154 year: 2022 ident: 10.1016/j.tet.2025.134629_bib39b article-title: Copper-catalyzed azide–alkyne cycloaddition (CuAAC) by functionalized NHC-based polynuclear catalysts: scope and mechanistic insights publication-title: Organometallics doi: 10.1021/acs.organomet.2c00246 – volume: 73 start-page: 7024 year: 2017 ident: 10.1016/j.tet.2025.134629_bib34 article-title: A one-pot, copper-catalyzed azidation/click reaction of aryl and heteroaryl bromides in an environmentally friendly deep eutectic solvent publication-title: Tetrahedron doi: 10.1016/j.tet.2017.10.050 – volume: 46 start-page: 439 year: 2010 ident: 10.1016/j.tet.2025.134629_bib20 article-title: CuO hollow nanostructures catalyze [3 + 2] cycloaddition of azides with terminal alkynes publication-title: Chem. Commun. doi: 10.1039/B917781G – volume: 10 start-page: 4543 year: 2012 ident: 10.1016/j.tet.2025.134629_bib17b article-title: One-pot synthesis of 1,2,3-triazoles from boronic acids in water using Cu(II)-β-cyclodextrin complex as a nanocatalyst publication-title: Org. Biomol. Chem. doi: 10.1039/c2ob25061f – volume: 14 start-page: 6713 year: 2008 ident: 10.1016/j.tet.2025.134629_bib33 article-title: “Click chemistry” in zeolites: copper(I) zeolites as new heterogeneous and ligand-free catalysts for the huisgen [3+2] cycloaddition publication-title: Chem. Eur J. doi: 10.1002/chem.200800479 – volume: 7 start-page: 643 year: 2004 ident: 10.1016/j.tet.2025.134629_bib30 article-title: A simple, efficient and recyclable copper(II) acetylacetonate catalytic system for oxidation of sec-alcohols in ionic liquid publication-title: Synlett – volume: 12 start-page: 4744 year: 2022 ident: 10.1016/j.tet.2025.134629_bib39a article-title: Concerted cycloaddition mechanism in the CuAAC reaction catalyzed by 1, 8-naphthyridine dicopper complexes publication-title: ACS Catal. doi: 10.1021/acscatal.2c00723 – volume: 139 year: 2023 ident: 10.1016/j.tet.2025.134629_bib2a article-title: Multicomponent consecutive Barbier propargylation and CuAAC click reactions using Zn/CuFe2O4 reagent: entry to anti-fungal triazole compounds publication-title: Tetrahedron doi: 10.1016/j.tet.2023.133442 – volume: 146 start-page: 629 year: 2016 ident: 10.1016/j.tet.2025.134629_bib5 article-title: Synthesis of 1,4-Biphenyl-triazole derivatives as possible 17 β-HSD1 inhibitors: an in silico study publication-title: Catal. Lett. doi: 10.1007/s10562-015-1672-7 – volume: 68 start-page: 772 year: 2016 ident: 10.1016/j.tet.2025.134629_bib10a article-title: Bioavailability enhancement and pharmacokinetic profile of an anticancer drug ibrutinib by self-nanoemulsifying drug delivery system publication-title: J. Pharm. Pharmacol. doi: 10.1111/jphp.12550 – volume: 73 start-page: 7024 year: 2017 ident: 10.1016/j.tet.2025.134629_bib26 article-title: A one-pot, copper-catalyzedazidation/click reaction of aryl and heteroaryl bromides in an environmentally friendly deep eutectic solvent publication-title: Tetrahedron doi: 10.1016/j.tet.2017.10.050 – volume: 504 year: 2021 ident: 10.1016/j.tet.2025.134629_bib35 article-title: Robust and Versatile Cu(I) metal frameworks as potential catalysts for azide-alkyne cycloaddition reactions: review publication-title: Mol. Catal. – volume: 46 start-page: 2911 year: 2005 ident: 10.1016/j.tet.2025.134629_bib36 article-title: Regioselective synthesis of [1,2,3]-triazoles catalyzed by Cu(I) generated in situ from Cu(0) nanosize activated powder and amine hydrochloride salts publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2005.02.127 – volume: 340 start-page: 45 year: 2013 ident: 10.1016/j.tet.2025.134629_bib38 article-title: Direct evidence of a dinuclear copper intermediate in Cu(I)-catalyzed azide-alkyne cycloadditions publication-title: Science doi: 10.1126/science.1229506 – volume: 749 start-page: 215 year: 2014 ident: 10.1016/j.tet.2025.134629_bib16c article-title: Copper catalyzed synthesis of 1-aryl-1,2,3-triazoles from aryl iodides, alkynes, and sodium azide publication-title: J. Organomet. Chem. doi: 10.1016/j.jorganchem.2013.10.005 – volume: 59 start-page: 397 year: 2018 ident: 10.1016/j.tet.2025.134629_bib8 article-title: Cobalt(II)-catalyzed oxidation of alcohols into carboxylic acids and ketones with hydrogen peroxide publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2017.12.051 |
| SSID | ssj0001123 |
| Score | 2.4775004 |
| Snippet | The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, with sodium azide and alkynes using copper catalysis has been... |
| SourceID | proquest crossref elsevier |
| SourceType | Aggregation Database Index Database Publisher |
| StartPage | 134629 |
| SubjectTerms | 1,4-Disubstituted-1,2,3-triazoles alkynes Aryl halide activation boronic acids catalysts catalytic activity Copper catalyst Cycloaddition cycloaddition reactions sodium azide styrene β-Hydroxy-triazoles |
| Title | Highly efficient Cu(acac)2 catalyzed multi component synthesis of 1,4-disubstituted-1,2,3-triazoles using aryl halide/ phenyl boronic acid or styrene oxide and aryl alkynes with sodium azide in aqueous medium |
| URI | https://dx.doi.org/10.1016/j.tet.2025.134629 https://www.proquest.com/docview/3206195658 |
| Volume | 179 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9QwELaqcoAL4ikKpRokDoA23cRxvMmxWlEtIHqiUm-RHxNI2SbVZiM1e-A38pOYyQMEQhw4OrKj2OPM99nzeSzES--dU9ZEwSI2kpNqJ4EhoA2kRoWZItB3HNH9eKZX5-r9RXKxJ5bTWRiWVY6-f_Dpvbcen8zH0ZxflyWf8VUhr34IxENCnf4Eu1rwLD_-9kvmQXzip3KOa0-RzV7jtUWWU8rkOIqV7lnmX7HpDy_dQ8_pPXF35IxwMnzWfbGH1QNxezld1fZQfGe1xroD7PNBEIzAsn1lnHGvJfT7M90OPfTaQWANeV1xnaariP01ZQN1AdFMBb5syI0M2gEfRDM5iwO-1WPHSZ-AFfKfwWy6NXwh8u5xDqwPo6Kt-wS7YFzpod5AwzvbFUJ9Q7XAVH5oZdZfO3KswFu_0NS-bK_A7LhKWYGhntdtAxzrb68eifPTt5-Wq2C8qiFwkaR1aJaZ2BvMbOwjKbNIOaIBqU1dlBW6KFL6yxFd6kLURhmbLKwOY7RGexmjI9bzWOxX1PknAnToMdS2kJbYJAdNkRgooiXm6EIt8UC8mYyUXw8ZOfJJqnaZk0Vztmg-WPRAqMmM-W_TKifE-FezF5PJczIlx1BMxaOQx5IIEK0pk_Tp_736mbjDpUHxeyj2t5sWnxOv2dqjfuIeiVsn7z6szn4ATXr6iA |
| linkProvider | Elsevier |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9QwELaq7aFcUHmJQoFB4gBowyaO4ybHakW1pe2eWqk3y6_QwDapNhuJ7K_kJzGTRyUQ4sAxiR3FHme-z57PY8beOWetMDoKjmLNKal2EmgE2oBLL3wmEPQtRXQvlnJxJb5cJ9c7bD7uhSFZ5eD7e5_eeevhzmzozdldUdAeXxHS7AdBPETUwSnQLmWnSiZs9_j0bLG8d8hIKe7Fc1RhDG52Mq-NJ0UlTz5FsZAd0fwrPP3hqDv0OdlnDwfaCMf9lz1iO758zPbm42ltT9hPEmysWvBdSghEEpg377XV9gOHbomm3XoHnXwQSEZelVSmbkskgHVRQ5VDNBWBK2r0JL18wAXRlE_jgA722FLeJyCR_FfQ63YFN8jfnZ8BScTw0lRdjl3QtnBQraGmxe3SQ_UDS4EuXV9Lr7636FuBVn-hrlzR3ILeUpGiBI0tr5oaKNzf3D5lVyefL-eLYDitIbARx6lolunYaZ-Z2EWcZ5GwyARSk9ooy2Wep_ije29TG3qphTbJkZFh7I2WjsfeIvF5xiYlNv45Axk6H0qTc4OEkuKmHkmo9wbJow0l9wfs42gkddcn5VCjWu2bQosqsqjqLXrAxGhG9dvIUgga_6r2djS5QlNSGEWX1Asq5siBcFqZpC_-79Vv2N7i8uJcnZ8uz16yB_SkFwAfsslm3fhXSHM25vUwjH8B2IH9OQ |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Highly+efficient+Cu%28acac%292+catalyzed+multi+component+synthesis+of+1%2C4-disubstituted-1%2C2%2C3-triazoles+using+aryl+halide%2F+phenyl+boronic+acid+or+styrene+oxide+and+aryl+alkynes+with+sodium+azide+in+aqueous+medium&rft.jtitle=Tetrahedron&rft.au=Pappula%2C+Upendra&rft.au=Kalyana%2C+Venkata+Prasad&rft.au=Roy%2C+Ujjal+Kanti&rft.date=2025-07-01&rft.issn=0040-4020&rft.volume=179+p.134629-&rft_id=info:doi/10.1016%2Fj.tet.2025.134629&rft.externalDBID=NO_FULL_TEXT |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0040-4020&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0040-4020&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0040-4020&client=summon |