TY - JOUR
T1 - Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides
AU - Kim, Yeojin
AU - Song, Kwang Ho
AU - Lee, Sunwoo
N1 - Funding Information:
This research was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea govern- ment (MSIP) (NRF-2017R1A2B2002929). The spectral and HRMS data were obtained from the Korea Basic Science Institute, Gwangju center and Daegu center.
PY - 2020/10/7
Y1 - 2020/10/7
N2 - Aryl iodides and aryl sulfonyl hydrazides were reacted with carbon monoxide in the presence of DBU and a palladium catalyst to provide optimal yields of S-aryl thioesters. Aryl sulfonyl hydrazides served as aryl thiol surrogates. Optimal results were obtained when the reaction was carried out with Pd(dba)2/dppb in toluene at 80 °C for 12 h. The methodology exhibits superior functional group tolerance, being compatible with moieties like fluoride, chloride, bromide, ester, ketone, cyanide and nitro.
AB - Aryl iodides and aryl sulfonyl hydrazides were reacted with carbon monoxide in the presence of DBU and a palladium catalyst to provide optimal yields of S-aryl thioesters. Aryl sulfonyl hydrazides served as aryl thiol surrogates. Optimal results were obtained when the reaction was carried out with Pd(dba)2/dppb in toluene at 80 °C for 12 h. The methodology exhibits superior functional group tolerance, being compatible with moieties like fluoride, chloride, bromide, ester, ketone, cyanide and nitro.
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U2 - 10.1039/d0qo00748j
DO - 10.1039/d0qo00748j
M3 - Article
AN - SCOPUS:85092773662
VL - 7
SP - 2938
EP - 2943
JO - Organic Chemistry Frontiers
JF - Organic Chemistry Frontiers
SN - 2052-4110
IS - 19
ER -