Literature DB >> 22461307

Amine-catalyzed [3+2] Huisgen cycloaddition strategy for the efficient assembly of highly substituted 1,2,3-triazoles.

Lei Wang1, Shiyong Peng, Lee Jin Tu Danence, Yaojun Gao, Jian Wang.   

Abstract

An enamine-catalyzed strategy has been utilized to fully promote the Huisgen [3+2] cycloaddition with a broad spectrum of carbonyl compounds and azides, thereby permitting the efficient assembly of a vast pool of highly substituted 1,2,3-triazoles. In particular, the employment of commonly used and commercially available carbonyl compounds has resulted in the introduction of a diverse set of functional groups, such as alkyl, aryl, nitrile, ester, and ketone groups, at the 1-, 4-, or 5-positions of the 1,2,3-triazole scaffold. This approach might be manipulated to access more useful and sophisticated heterocyclic compounds. Most significantly, the reaction process exhibits complete regioselectivity, with the formation of only one regioisomer.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22461307     DOI: 10.1002/chem.201103393

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

1.  1,2,3-Triazole-fused spirochromenes as potential anti-tubercular agents: synthesis and biological evaluation.

Authors:  Dongamanti Ashok; Pamula Chiranjeevi; Aamate Vikas Kumar; Madderla Sarasija; Vagolu Siva Krishna; Dharmarajan Sriram; Sridhar Balasubramanian
Journal:  RSC Adv       Date:  2018-05-09       Impact factor: 4.036

2.  An Efficient Approach to Phosphorylated Isoindoline Fused with Triazoles via Zn-Catalyzed Cascade Cyclization of 2-Propynol Benzyl Azides and Diarylphosphine Oxides.

Authors:  Tao Yang; Xian-Rong Song; Ruchun Yang; Haixin Ding; Jiang Bai; Qiang Xiao
Journal:  Molecules       Date:  2019-09-29       Impact factor: 4.411

Review 3.  Benefits and applications of microwave-assisted synthesis of nitrogen containing heterocycles in medicinal chemistry.

Authors:  Maged Henary; Carl Kananda; Laura Rotolo; Brian Savino; Eric A Owens; Giancarlo Cravotto
Journal:  RSC Adv       Date:  2020-04-07       Impact factor: 3.361

  3 in total

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