4.4 Article

Novel synthesis of 1,4,5-trisubstituted 1,2,3-triazoles via a one-pot three-component reaction of boronic acids, azide, and active methylene ketones

Journal

TETRAHEDRON
Volume 69, Issue 10, Pages 2352-2356

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.12.086

Keywords

Boronic acids; Azides; Multicomponent reactions; Cyclization; 1,4,5-Trisubstituted 1,2,3-triazoles

Funding

  1. National Natural Science Foundation of China [21072057, 21272070]
  2. Key Project in the National Science & Technology Pillar Program of China in the twelfth five-year plan period [2011BAE06B01-15]
  3. National Basic Research Program of China (973 Program) [2010CB126101]
  4. National High Technology Research and Development Program of China (863 Program) [2011AA10A204]

Ask authors/readers for more resources

A series of 1-aryl-5-trifluoromethyl (or difluoromethyl)-1,4,5-trisubstituted 1,2,3-triazoles were synthesized in high yield by a novel one-pot three-component reaction of arylboronic acids, sodium azide, and active methylene ketones, such as ethyl 4,4-difluoroacetoacetate or ethyl 4,4,4-trifluoroacetoacetate in the presence of Cu(OAc)(2) and piperidine using a DMSO/H2O (10/1) mixture as solvent. (C) 2013 Elsevier Ltd. All rights reserved.

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