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Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides.

ABSTRACT: A novel method for the metal-free synthesis of amides from thioamides based on visible-light photoredox catalysis and in an air atmosphere is reported. Natural pigment chlorophyll is used as a photosensitizer to generate singlet molecular oxygen ¹O₂, which is involved in the aerobic desulfurization of thioamides. The protocol provides amides in good yields at room temperature under mild conditions. On the basis of experimental results, a plausible photoredox mechanism is proposed.

SUBMITTER: Yang Z

PROVIDER: S-EPMC9180122 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature

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Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides.

Yang Zihui Z Zhou Haoyi H Wang Lin L Zhang Jingxuan J Xie Hongqi H Liu Yisong Y Zeng Jianguo J Cheng Pi P

RSC advances 20220609 27

A novel method for the metal-free synthesis of amides from thioamides based on visible-light photoredox catalysis and in an air atmosphere is reported. Natural pigment chlorophyll is used as a photosensitizer to generate singlet molecular oxygen <sup>1</sup>O<sub>2</sub>, which is involved in the aerobic desulfurization of thioamides. The protocol provides amides in good yields at room temperature under mild conditions. On the basis of experimental results, a plausible photoredox mechanism is pr ...[more]

PMID: 35755598

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