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

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posted on 15.03.2017, 00:00 by Lu Wang, Li-Xia Shi, Lu Liu, Zhuo-Xuan Li, Ting Xu, Wen-Juan Hao, Guigen Li, Shu-Jiang Tu, Bo Jiang
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.