Pd-catalyzed one-pot chemoselective hydrogenation protocol for the preparation of carboxamides directly from azides

TitlePd-catalyzed one-pot chemoselective hydrogenation protocol for the preparation of carboxamides directly from azides
Publication TypeJournal Article
Year of Publication2010
AuthorsBavikar, SN, Salunke, DB, Hazra, BG, Pore, VS, Thierry, J, Dodd, RH
JournalTetrahedron Letters
Volume51
Issue29
Pagination3815-3819
Date PublishedJUL
ISSN0040-4039
KeywordsAzide, Carboxamide, Catalytic hydrogenation, Chemoselective, Palladium, Succinimide ester
Abstract

Carboxamides were obtained efficiently in high yields from azides on reaction with the corresponding pre-formed activated carboxylic acids in a single-step reductive transformation using hydrogen atmosphere (balloon) under Pd/BaSO(4) or Pd/CaCO(3) catalysis. The method is highly chemoselective and compatible with extremely labile functional groups such as benzyl carbamates, benzyl ethers, benzyl esters, and olefins. (C) 2010 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2010.05.066
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.618

Divison category: 
Organic Chemistry