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Convenient and Efficient Synthesis of Functionalized 2-Sulfenylindoles.

ABSTRACT: A simple, efficient, and practical sulfenylation at the C2 position of N-tosylindoles under mild conditions was developed. The designed transformation is based on the reaction of N-tosylindoles with BuLi and S-alkyl, and S-aryl phosphorodithioates or thiotosylates to produce 2-sulfenylindoles in moderate to high yields. The presence of additional hydroxy, carboxy, or amino functionalities did not disturb the formation of products.

SUBMITTER: Doroszuk J

PROVIDER: S-EPMC7601631 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Convenient and Efficient Synthesis of Functionalized 2-Sulfenylindoles.

Doroszuk Justyna J Musiejuk Mateusz M Jędrzejewski Bartosz B Walczak Juliusz J Witt Dariusz D

Materials (Basel, Switzerland) 20201010 20

A simple, efficient, and practical sulfenylation at the C2 position of N-tosylindoles under mild conditions was developed. The designed transformation is based on the reaction of N-tosylindoles with BuLi and S-alkyl, and S-aryl phosphorodithioates or thiotosylates to produce 2-sulfenylindoles in moderate to high yields. The presence of additional hydroxy, carboxy, or amino functionalities did not disturb the formation of products. ...[more]

PMID: 33050451

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