An in situ masking strategy enables radical monodecarboxylative C–C bond coupling of malonic acid derivatives† † Electronic supplementary information (ESI) available. See DOI: 10.1039/d1sc02642a

ABSTRACT: The utilization of malonic acids in radical decarboxylative functionalization is still underexploited, and the few existing examples are primarily limited to bisdecarboxylative functionalization. While radical monodecarboxylative functionalization is highly desirable, it is challenging because of the difficulty in suppressing the second radical decarboxylation step. Herein, we report the successful radical monodecarboxylative C–C bond coupling of malonic acids with ethynylbenziodoxolone (EBX) reagents enabled by an in situ masking strategy, affording synthetically useful 2(3H)-furanones in satisfactory yields. The keys to the success of this transformation include (1) the dual role of a silver catalyst as a single-electron transfer catalyst to drive the radical decarboxylative alkynylation

SUBMITTER: Cheng H 

PROVIDER: S-EPMC8442682 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature