Palladium-Catalyzed Carbonylation of Aryl Iodides with Sulfinamides

被引：3

作者：

Belfrage, Anna Karin ^{[1
]}

Wakchaure, Prasad ^{[1
]}

Larhed, Mats ^{[1
]}

Sandstrom, Anja ^{[1
]}

机构：

[1] Uppsala Univ, Organ Pharmaceut Chem, Dept Med Chem, S-75123 Uppsala, Sweden

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 32期

关键词：

Homogenous catalysis; Carbonylation; Palladium; Molybdenum; Sulfinamides; CARBON-MONOXIDE SOURCE; MOLYBDENUM HEXACARBONYL; ACYL SULFONIMIDAMIDES; NITRO-COMPOUNDS; EX-SITU; MO(CO)(6); SULFONAMIDES; REDUCTION; AMINOCARBONYLATIONS; BIOISOSTERES;

D O I：

10.1002/ejoc.201500875

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile palladium(0)-catalyzed carbonylative protocol for the generation of new 1acyl-sulfinamides in moderate to good yields is described. Aliphatic and aromatic sulfinamides were exploited as hitherto unexplored nucleophiles in carbonylation chemistry, with use of CO gas generated ex situ from Mo(CO)(6) in a sealed two-chamber system. Both electron-poor and electron-rich (hetero)aryl iodides were employed as electrophiles. The two-chamber system and the use of an inorganic base were essential for efficacious synthesis of acyl-sulfinamide products. Finally, it was demonstrated that a one-pot (or single-vial) synthesis of acyl-sulfinamides was feasible under CO at balloon pressure in the presence of Cs2CO3 as base.

引用

页码：7069 / 7074

页数：6

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