Issue 34, 2016

Bi(OTf)3-catalyzed addition of isocyanides to 2H-chromene acetals: an efficient pathway for accessing 2-carboxamide-2H-chromenes

Abstract

Bismuth triflate (Bi(OTf)3) is identified as an efficient catalyst for the direct addition of isocyanides to 2H-chromene acetals. The large scope of isocyanides and chromene acetals makes them suitable substrates in this catalytic system. By this synthetic strategy, a polyfunctional molecular scaffold, 2-carboxamide-2H-chromenes could be prepared efficiently in one step up to 95% yield. In addition, this efficient and practical protocol proceeded smoothly in the gram scale even when the catalytic loading was reduced to 2 mol%.

Graphical abstract: Bi(OTf)3-catalyzed addition of isocyanides to 2H-chromene acetals: an efficient pathway for accessing 2-carboxamide-2H-chromenes

Supplementary files

Article information

Article type
Paper
Submitted
23 Jun 2016
Accepted
01 Aug 2016
First published
01 Aug 2016

Org. Biomol. Chem., 2016,14, 8088-8091

Author version available

Bi(OTf)3-catalyzed addition of isocyanides to 2H-chromene acetals: an efficient pathway for accessing 2-carboxamide-2H-chromenes

L. Lyu, M. Y. Jin, Q. He, H. Xie, Z. Bian and J. Wang, Org. Biomol. Chem., 2016, 14, 8088 DOI: 10.1039/C6OB01355D

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