Miyaura Borylation and One-Pot Two-Step Homocoupling of Aryl Chlorides and Bromides under Solvent-Free Conditions

被引:56
作者
Dzhevakov, Pavel B. [1 ]
Topchiy, Maxim A. [1 ]
Zharkova, Daria A. [2 ]
Morozov, Oleg S. [1 ]
Asachenko, Andrey F. [1 ]
Nechaev, Mikhail S. [1 ,2 ]
机构
[1] Russian Acad Sci, AV Topchiev Petrochem Synth Inst, Moscow 119991, Russia
[2] Moscow MV Lomonosov State Univ, Moscow 119991, Russia
关键词
cross-coupling reactions; homocoupling; Miyaura borylation; palladium; solvent-free reactions; CROSS-COUPLING REACTION; PALLADIUM-CATALYZED BORYLATION; ORGANIC-SYNTHESIS; HALIDES; MICROWAVE;
D O I
10.1002/adsc.201500844
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Solvent-free protocols for Miyaura borylation and the one-pot, two-step homocoupling of aryl halides are reported for the first time. Bis(di-benzylideneacetone) palladium(0) [Pd(dba)(2)] is an optimal source of palladium for Miyaura borylation, while for one-pot two-step homocoupling palladium(II) acetate [Pd(OAc)(2)] gives highest yields. Aryl bromides are coupled most efficiently using the DPEphos ligand. Chlorides are coupled using XPhos. The developed protocols are robust, versatile and easily reproducible on a large scale.
引用
收藏
页码:977 / 983
页数:7
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