Literature DB >> 19209900

A new entry of copper-catalyzed four-component reaction: facile access to alpha-aryl beta-hydroxy imidates.

Eun Jeong Yoo1, Sae Hume Park, Sang Hyup Lee, Sukbok Chang.   

Abstract

Alpha-aryl beta-hydroxy imidates are efficiently obtained by the four-component reaction of ethyl glyoxylates, aryl acetylenes, sulfonyl azides, and alcohols using a copper catalyst. The developed procedure is characterized by high selectivity, mild reaction conditions, a wide substrate scope, and an excellent functional group tolerance. Facile transformations of the obtained sulfonylimidate moiety to other carbonyl groups such as sulfonamides or esters were also demonstrated.

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Year:  2009        PMID: 19209900     DOI: 10.1021/ol900023t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  An Efficient Synthesis of de novo Imidates via Aza-Claisen Rearrangements of N-Allyl Ynamides.

Authors:  Kyle A Dekorver; Troy D North; Richard P Hsung
Journal:  Synlett       Date:  2010-10       Impact factor: 2.454

3.  Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction.

Authors:  Weiguang Yang; Yu Zhao; Zitong Zhou; Li Li; Liao Cui; Hui Luo
Journal:  RSC Adv       Date:  2021-02-25       Impact factor: 3.361

4.  Tandem Cu-catalyzed ketenimine formation and intramolecular nucleophile capture: Synthesis of 1,2-dihydro-2-iminoquinolines from 1-(o-acetamidophenyl)propargyl alcohols.

Authors:  Gadi Ranjith Kumar; Yalla Kiran Kumar; Ruchir Kant; Maddi Sridhar Reddy
Journal:  Beilstein J Org Chem       Date:  2014-05-28       Impact factor: 2.883

  4 in total

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