On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: Regarding alleged formimidate carboxylate mixed anhydrides Journal Article

   

Authors:	Li, X.; Yuan, Y.; Berkowitz, W. F.; Todaro, L. J.; Danishefsky, S. J.
Article Title:	On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: Regarding alleged formimidate carboxylate mixed anhydrides
Abstract:	Microwave induced two-component coupling (2CC) reaction of carboxylic acids with isonitriles gives rise to various N-formylamides. The formimidate carboxylate mixed anhydride (FCMA) is proposed as the reactive intermediate, which undergoes 1,3-O→N acyl transfer to give the observed product. The formation and survival of the labile FCMA system has been evaluated. Copyright © 2008 American Chemical Society.
Keywords:	unclassified drug; models, molecular; chemical structure; molecular structure; structure analysis; reaction analysis; nitriles; chemical reaction; infrared spectroscopy; room temperature; isonitrile derivative; carboxylic acids; carboxylic acid derivative; amides; carboxylic acid; microwave radiation; microwaves; methanol; heating; acid anhydride; anhydrides; formimidate carboxylate; two component coupling; formic acids
Journal Title:	Journal of the American Chemical Society
Volume:	130
Issue:	40
ISSN:	0002-7863
Publisher:	American Chemical Society
Date Published:	2008-10-08
Start Page:	13222
End Page:	13224
Language:	English
DOI:	10.1021/ja8047078
PUBMED:	18783224
PROVIDER:	scopus
PMCID:	PMC2580818
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-53549108902&partnerID=40&md5=f54ef9d26a08e95b2a52ff7aad6a9e70
Notes:	--- - "Cited By (since 1996): 25" - "Export Date: 17 November 2011" - "CODEN: JACSA" - "Source: Scopus"

https://synapse.mskcc.org/synapse/works/has_related_data_chk/14822