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Royal Society of Chemistry, Chemical Communications, 63(50), p. 8761

DOI: 10.1039/c4cc03826f

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Tertiary amide-based Knoevenagel-type reactions: a direct, general, and chemoselective approach to enaminones

Journal article published in 2014 by Pei-Qiang Huang ORCID, 黄培强, 王爱娥, Wei Ou, Kai-Jiong Xiao ORCID, Ai-E. Wang
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

National Basic Research Program (973 Program) of China [2010CB833200]; NSF of China [21332007, 20902075]; Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) of Ministry of Education, China ; We report one-pot and chemoselective Knoevenagel-type reactions using highly stable amides and lactams as the electrophilic substrates. The method is based on the in situ activation of amide carbonyl with triflic anhydride and a subsequent reaction with carbanions generated in situ from carbonyl compounds. The amide-based method is an alternative to the versatile thioamide-based Eschenmoser sulfide contraction.