Difluorocarbene-Enabled Synthesis of 3-Alkenyl-2-oxindoles from ortho-Aminophenylacetylenes

• DOI: 10.1021/acs.orglett.3c00150
• Publication Date: 2023-02-09T16:50:06Z
• Authors: Shanglin Chen; Hua Huang; Xin Li; Xingxing Ma; Jianke Su; Qiuling Song
• Keywords: Difluorocarbene; Bond cleavage

Herein, we report a transition-metal-free [4 + 1] cyclization pathway from difluorocarbene and ortho-amino aryl alkynone, rendering an effective universal strategy for the construction of 3-alkenyl-2-oxindoles. Our starts cheap accessible alkynone instead direct indole skeleton; moreover, in situ generated commercially available halogenated difluoroalkylative reagents enables cleavage C–N bond formation new bonds C–C bonds.