Organic Solvent-Free, Pd(II)-Salan Complex-Catalyzed Synthesis of Biaryls via Suzuki-Miyaura Cross-Coupling in Water and Air

被引：29

作者：

Bunda, Szilvia ^{[1
]}

Udvardy, Antal ^{[1
]}

Voronova, Krisztina ^{[1
,3
]}

Joo, Ferenc ^{[1
,2
]}

机构：

[1] Univ Debrecen, Dept Phys Chem, POB 400, H-4002 Debrecen, Hungary

[2] Univ Debrecen, MTA DE Redox & Homogeneous Catalyt React Mech Res, POB 400, H-4002 Debrecen, Hungary

[3] Univ Nevada, Dept Chem, Reno, NV 89557 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 24期

关键词：

AQUEOUS-PHASE; ARYLBORONIC ACIDS; ARYL CHLORIDES; SCHIFF-BASES; PALLADIUM; EFFICIENT; SONOGASHIRA; LIGANDS; HECK; CONVENIENT;

D O I：

10.1021/acs.joc.8b02340

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

With use of a Pd(II)-sulfosalan complex as a water-soluble catalyst, we have developed an efficient synthesis of biaryls via Suzuki-Miyaura cross-coupling in water under aerobic conditions. The water-insoluble target molecules were isolated by simple filtration in analytical purity after washing with 0.01 M aqueous HCl (20 examples). In most cases, palladium contamination was below 5 ppm considered acceptable for active pharmaceutical ingredients. The established method is scalable, reproducible, and provides biaryl products in isolated yields up to 91%.

引用

页码：15486 / 15492

页数：7

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