Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides

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초록

Aryl iodides and aryl sulfonyl hydrazides were reacted with carbon monoxide in the presence of DBU and a palladium catalyst to provide optimal yields ofS-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 degrees C for 12 h. The methodology exhibits superior functional group tolerance, being compatible with moieties like fluoride, chloride, bromide, ester, ketone, cyanide and nitro.

키워드

THIOL ESTERSARYLSULFONYL HYDRAZIDESKETONE SYNTHESISALDEHYDESCARBONYLATIONBONDTHIOESTERIFICATIONDERIVATIVESEFFICIENTSURROGATE
제목
Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides
저자
Kim, YeojinSong, Kwang HoLee, Sunwoo
DOI
10.1039/d0qo00748j
발행일
2020-10-07
유형
Article
저널명
Organic Chemistry Frontiers
7
19
페이지
2938 ~ 2943