Bi(OTf)3-catalyzed addition of isocyanides to 2H-chromene acetals: an efficient pathway for accessing 2-carboxamide-2H-chromenes. Issue 34 (9th August 2016)

• Record Type: Journal Article
• Authors: Lyu, Longyun; Jin, Ming Yu; He, Qijie; Xie, Han; Bian, Zhaoxiang; Wang, Jun
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 34(2016)
• Page Start: 8088
• Page End: 8091
• Publication Date: 2016-08-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob01355d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Bismuth triflate (Bi(OTf)3 ) is identified as an efficient catalyst for the direct addition of isocyanides to 2 H -chromene acetals. By this synthetic strategy, a polyfunctional molecular scaffold, 2-carboxamide-2 H -chromenes could be prepared efficiently in one step with up to 95% yields. Abstract : Bismuth triflate (Bi(OTf)3 ) is identified as an efficient catalyst for the direct addition of isocyanides to 2 H -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-2 H -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%.