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

Yeojin Kim, Kwang Ho Song, Sunwoo Lee

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)2938-2943
Number of pages6
JournalOrganic Chemistry Frontiers
Volume7
Issue number19
DOIs
Publication statusPublished - 2020 Oct 7

ASJC Scopus subject areas

  • Organic Chemistry

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