TY - JOUR
T1 - Nickel-Catalyzed C-S Bond Formation via Decarbonylative Thioetherification of Esters, Amides and Intramolecular Recombination Fragment Coupling of Thioesters
AU - Lee, Shao-Chi
AU - Liao, Hsuan-Hung
AU - Chatupheeraphat, Adisak
AU - Rueping, Magnus
N1 - 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.
PY - 2018/2/15
Y1 - 2018/2/15
N2 - 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.
AB - 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.
UR - http://hdl.handle.net/10754/626876
UR - http://onlinelibrary.wiley.com/doi/10.1002/chem.201705842/abstract
UR - http://www.scopus.com/inward/record.url?scp=85043242864&partnerID=8YFLogxK
U2 - 10.1002/chem.201705842
DO - 10.1002/chem.201705842
M3 - Article
AN - SCOPUS:85043242864
SN - 0947-6539
VL - 24
SP - 3608
EP - 3612
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 14
ER -