Nickel-Catalyzed C-S Bond Formation via Decarbonylative Thioetherification of Esters, Amides and Intramolecular Recombination Fragment Coupling of Thioesters

Shao-Chi Lee, Hsuan-Hung Liao, Adisak Chatupheeraphat, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

66 Scopus citations

Abstract

A nickel catalyzed cross-coupling protocol for the straightforward C-S bond formation has been developed. Various mercaptans and a wide range of ester and amide substrates bearing various substituents were tolerated in this process which afforded products in good to excellent yields. Furthermore, an intramolecular protocol for the synthesis of thioethers starting from thioesters has been developed. The utility of this protocol has been demonstrated in the synthesis of benzothiophene on the bench top.
Original languageEnglish (US)
Pages (from-to)3608-3612
Number of pages5
JournalChemistry - A European Journal
Volume24
Issue number14
DOIs
StatePublished - Feb 15 2018

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledged KAUST grant number(s): URF/1/3030-01
Acknowledgements: H.-H. Liao gratefully acknowledges the DAAD for doctoral fellowship. This research was supported by the KAUST Office of Sponsored Research under Award No. URF/1/3030-01.

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