Pd-Catalyzed Carbonylations of Aryl/Heteroaryl Halides in Aqueous Micellar Media

被引:6
作者
Caravez, Juan C. [1 ]
Wong, Madison J. [1 ]
Kavthe, Rahul D. [1 ]
Takale, Balaram S. [1 ]
Lipshutz, Bruce H. [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
carbonylation; micellar catalysis; tungstenhexacarbonyl; Pd catalysis; green chemistry; CROSS-COUPLINGS; CARBON-MONOXIDE; AMINOCARBONYLATION; WATER; CO; CO-2(CO)(8); AMINES; SALTS;
D O I
10.1021/acscatal.3c01757
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Formation of amides, acids, and thioesters are readily fashioned from precursor aryl/heteroaryl halides under micellar catalysis conditions using W(CO)(6) as a source of carbon monoxide. Loadings of ligated palladium catalysts are usually in the 0.5 mol % range. Yields with iodides tended to be higher than those using bromides. Applications to targets in the pharmaceutical industry are demonstrated, as are cases from the Merck Informer Library. Both E Factor calculations and options for recycling the aqueous reaction medium are presented.
引用
收藏
页码:12383 / 12390
页数:8
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