Synthesis of Diastereoenriched Oxazolo[5,4-b]indoles via Catalyst-Free Multicomponent Bicyclizations

Lu Wang, Li Xia Shi, Lu Liu, Zhuo Xuan Li, Ting Xu, Wen Juan Hao, Guigen Li, Shu Jiang Tu, Bo Jiang

Research output: Contribution to journalArticle

32 Scopus citations

Abstract

A new and highly eco-friendly approach to diverse and functionalized oxazolo[5,4-b]indoles with good yield and high diastereoselectivity (up to >99:1) has been disclosed from simple and readily available arylglyoxals with cyclic enaminones and amino acids. These microwave-assisted transformations in environmentally compatible ethanol resulted in continuous multiple bond-forming events including C-C, C-N, and C-O bonds, enabling catalyst-free multicomponent bicyclizations to rapidly build up functional N,O-heterocycles.

Original languageEnglish
Pages (from-to)3605-3611
Number of pages7
JournalJournal of Organic Chemistry
Volume82
Issue number7
DOIs
StatePublished - Apr 7 2017

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