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Communication | Regular issue | Vol 102, No. 8, 2021, pp.1517-1522
Published online, 17th June, 2021
DOI: 10.3987/COM-21-14470
Synthesis of Tetraphenyl-furoindoles via Tandem Reactions

Shi-Yun An, Jin-Long Zhang, and Gao-Xi Jiang*

*State Key Laboratory for Oxo Synthesis and Selective Oxidation, Center for Excellence in Molecular Synthesis, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, P. R. of China

Abstract

We report a novel one-step synthesis of tetraphenyl substituted furoindoles involving acid-catalyzed cascade approach of commercially available m-aminophenols with readily accessible α-hydroxyaldehydes. The tandem reactions involved nucleophilic addition, aldimine condensation, pinacol rearrangement, α-iminol rearrangement, cyclization and dehydration aromatization process. The yield of furoindoles was up to 75%.