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

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 (1)O(2), which is involved in the aerobic desulfurizat...

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Autores principales: Yang, Zihui, Zhou, Haoyi, Wang, Lin, Zhang, Jingxuan, Xie, Hongqi, Liu, Yisong, Zeng, Jianguo, Cheng, Pi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9180122/
https://www.ncbi.nlm.nih.gov/pubmed/35755598
http://dx.doi.org/10.1039/d2ra01930b
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author Yang, Zihui
Zhou, Haoyi
Wang, Lin
Zhang, Jingxuan
Xie, Hongqi
Liu, Yisong
Zeng, Jianguo
Cheng, Pi
author_facet Yang, Zihui
Zhou, Haoyi
Wang, Lin
Zhang, Jingxuan
Xie, Hongqi
Liu, Yisong
Zeng, Jianguo
Cheng, Pi
author_sort Yang, Zihui
collection PubMed
description 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 (1)O(2), 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.
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spelling pubmed-91801222022-06-23 Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides Yang, Zihui Zhou, Haoyi Wang, Lin Zhang, Jingxuan Xie, Hongqi Liu, Yisong Zeng, Jianguo Cheng, Pi RSC Adv Chemistry 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 (1)O(2), 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. The Royal Society of Chemistry 2022-06-09 /pmc/articles/PMC9180122/ /pubmed/35755598 http://dx.doi.org/10.1039/d2ra01930b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yang, Zihui
Zhou, Haoyi
Wang, Lin
Zhang, Jingxuan
Xie, Hongqi
Liu, Yisong
Zeng, Jianguo
Cheng, Pi
Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
title Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
title_full Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
title_fullStr Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
title_full_unstemmed Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
title_short Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
title_sort visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9180122/
https://www.ncbi.nlm.nih.gov/pubmed/35755598
http://dx.doi.org/10.1039/d2ra01930b
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