An approach to unsymmetrical 3, 3′-diindolylmethanes through Pd-catalyzed cascade Heck cyclization of allenamides and o-ethynylanilines. Issue 8 (23rd February 2021)

• Record Type: Journal Article
• Authors: Guo, Songjin; Chen, Jiayi; Yi, Mingjun; Dong, Liuli; Lin, Aijun; Yao, Hequan
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 8(2021)
• Page Start: 1783
• Page End: 1788
• Publication Date: 2021-02-23
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo01539c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A highly efficient synthesis of unsymmetrical 3, 3′-diindolylmethanes has been developed by palladium-catalyzed cascade Heck/cyclization reaction. Abstract : A highly efficient synthesis of unsymmetrical 3, 3′-diindolylmethanes bearing various substituents has been developed by palladium-catalyzed cascade Heck/cyclization reaction. In this transformation, precursors allenamides and o -ethynylanilines were utilized to generate in situ indole skeletons. Modification of the methylene unit of diindolylmethane was achieved by treatment with oxidant and silyl nucleophiles. The methodology allows formation of one C–N bond, two C–C bonds and two new rings in one-pot.