80922-27-6Relevant articles and documents
Exploring tertiary enamides as versatile synthons in organic synthesis
Wang, Mei-Xiang
, p. 6039 - 6049 (2015/04/14)
Tertiary enamides have long been thought of as stable and marginally valuable enamine variants in synthesis. This notion has been challenged, however, in recent years. Enabling the regulation of the cross-conjugation system of the tertiary enamides has been successfully shown to enhance delocalization of the nitrogen lone-pair electrons into a carbon-carbon double, thereby reinvigorating the enaminic reactivity of the tertiary enamides. In this article, I summarize the recent advances in the exploration of the nucleophilic reactions of tertiary enamides and their applications in the synthesis of natural products and heterocyclic compounds of biological and pharmaceutical relevance, with a primary focus on our own work.
Highly efficient and expedient synthesis of 5-hydroxy-1 H-pyrrol-2-(5 H)-ones from FeCl3-catalyzed tandem intramolecular enaminic addition of tertiary enamides to ketones and 1,3-hydroxy rearrangement
Yang, Luo,Lei, Chuan-Hu,Wang, De-Xian,Huang, Zhi-Tang,Wang, Mei-Xiang
supporting information; experimental part, p. 3918 - 3921 (2010/11/16)
Catalyzed by FeCl3 under very mild conditions, tertiary enamides underwent a highly efficient intramolecular enaminic addition reaction to the ketonic carbonyls followed by 1,3-hydroxy rearrangement to produce 5-hydroxy-1H-pyrrol-2(5H)-ones in
