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Metal-free Chlorothiolation of Alkenes using HCl and Sulfoxides.

ABSTRACT: We report a novel method for the chlorothiolation of alkenes using HCl and sulfoxides to achieve the 1,2-difunctionalization of unactivated alkenes. The combination of our new HCl reagent (HCl/DMPU) with sulfoxides forms a unique chlorothiolation system. Both terminal and internal alkenes are suitable substrates. This method works at gram scale and is applicable in further synthetic elaborations.

SUBMITTER: Ebule R

PROVIDER: S-EPMC6242710 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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Metal-free Chlorothiolation of Alkenes using HCl and Sulfoxides.

Ebule Rene R Hammond Gerald B GB Xu Bo B

European journal of organic chemistry 20180719 34

We report a novel method for the chlorothiolation of alkenes using HCl and sulfoxides to achieve the 1,2-difunctionalization of unactivated alkenes. The combination of our new HCl reagent (HCl/DMPU) with sulfoxides forms a unique chlorothiolation system. Both terminal and internal alkenes are suitable substrates. This method works at gram scale and is applicable in further synthetic elaborations. ...[more]

PMID: 30467455

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