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Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials.

ABSTRACT: A metal-free approach combining sulfoxide-directed metal-free C-H cross-couplings with tuneable electrophile-mediated heterocyclizations and carbocyclative dimerizations, allows expedient access to benzothiophene-based systems that are components of important materials or are proven organic materials in their own right. As benzothiophene-based materials are typically prepared using Pd-catalyzed cross-coupling processes, our approach allows potential issues of metal cost and supply, and metal-contamination of products, to be avoided.

SUBMITTER: Eberhart AJ

PROVIDER: S-EPMC5975836 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature

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Sulfoxide-directed metal-free cross-couplings in the expedient synthesis of benzothiophene-based components of materials.

Eberhart Andrew J AJ Shrives Harry H Zhang Yuntong Y Carrër Amandine A Parry Adam V S AVS Tate Daniel J DJ Turner Michael L ML Procter David J DJ

Chemical science 20151109 2

A metal-free approach combining sulfoxide-directed metal-free C-H cross-couplings with tuneable electrophile-mediated heterocyclizations and carbocyclative dimerizations, allows expedient access to benzothiophene-based systems that are components of important materials or are proven organic materials in their own right. As benzothiophene-based materials are typically prepared using Pd-catalyzed cross-coupling processes, our approach allows potential issues of metal cost and supply, and metal-con ...[more]

PMID: 29910885

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