4.4 Article

A Sustainable Iodine Catalyzed C(sp3)-H Bond Functionalization of Benzylamines towards Synthesis of Bis(indolyl)methanes and Tris(indolyl)methanes

Journal

CHEMISTRYSELECT
Volume 6, Issue 43, Pages 11954-11960

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202102628

Keywords

Organocatalysis; Amines; Oxidation; Indole; Biaryls

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A simple process for arylmethylamines C(sp(3))-H bond functionalization under aerobic conditions has been developed, resulting in successful synthesis of 3,3'-bis(indolyl)methanes (BIMs) and tris(indolyl)methanes with yields up to 94%. The use of iodine as a catalyst shows good tolerance towards different functional groups and has great potential in exploring substrate scope.
A simple process of arylmethylamines C(sp(3))-H bond functionalization under aerobic condition has been developed for 3,3'-bis(indolyl)methanes (BIMs) and tris(indolyl)methanes synthesis in presence of various substituted indoles. The present transformation accounts BIMs in excellent yields up to 94 %viaC-C and C-N bond formation in short reaction time represents fine alternative route. The catalytic performance of iodine shows good tolerance towards different functional groups, and has great utility in exploring substrate scope.

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