Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides
Literature Information
Publication Date
2020-08-12
DOI
10.1039/D0QO00748J
Impact Factor
5.281
Authors
Yeojin Kim, Kwang Ho Song, Sunwoo Lee
View Original
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.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(2S,4R)-4-(3-Bromobenzyl)pyrrolidine-2-carboxylic acid hydrochloride
CAS Number:
1049734-10-2
Molecular Formula:
C12H15BrClNO2
![3-[4-(difluoromethoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid structure](https://static.chemtradehub.com/structs/149/1496564-27-2-952e.webp "3-[4-(difluoromethoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid structure")
3-[4-(difluoromethoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
CAS Number:
1496564-27-2
Molecular Formula:
C25H21F2NO5
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