Repozytorium

Conversion of esters to thioesters under mild conditions.

Autorzy

Yijun Shi

Xuejing Liu

Han Cao

Fusheng Bie

Ying Han

Peng Yan

Roman Szostak

Michal Szostak

Chengwei Liu

Rok wydania

2021

Czasopismo

Organic and Biomolecular Chemistry

Numer woluminu

19

Strony

2991-2996

DOI

10.1039/d1ob00187f

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

We report conversion of esters to thioesters via selective C-O bond cleavage/weak C-S bond formation under transition-metal-free conditions. The method is notable for a general and practical transition-metal-free system, broad substrate scope and excellent functional group tolerance. The strategy was successfully deployed in late-stage thioesterification, site-selective cross-coupling/thioesterification/decarbonylation and easy-to-handle gram scale thioesterification. Selectivity and computational studies were performed to gain insight into the formation of weak C-S bonds by C-O bond cleavage, which contrasts with the traditional trend of nucleophilic additions to carboxylic acid derivatives.

Adres publiczny

http://dx.doi.org/10.1039/d1ob00187f

Strona internetowa wydawcy

https://www.rsc.org/

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