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Palladium-catalyzed nucleomethylation of alkynes for synthesis of methylated heteroaromatic compounds† † Electronic supplementary information (ESI) available. See https://doi.org/10.1039/d2sc03294e

ABSTRACT: Herein, we disclosed a novel and efficient palladium-catalyzed nucleomethylation of alkynes for the simultaneous construction of the heteroaromatic ring and methyl group. The 3-methylindoles, 3-methylbenzofurans and 4-methylisoquinolines were obtained in moderate to excellent yields. Notably, this methodology was employed as a key step for synthesis of a pregnane X receptor antagonist, zindoxifene, bazedoxifene and AFN-1252. The kinetic studies revealed that reductive elimination might be the rate-determining step. A novel palladium-catalyzed nucleomethylation of alkynes is developed, affording 3-methylindoles, 3-methylbenzofurans and 4-methylisoquinolines in moderate to excellent yields.

SUBMITTER: Yang X

PROVIDER: S-EPMC9430495 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature

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