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Miyaura Borylation and One‐Pot Two‐Step Homocoupling of Aryl Chlorides and Bromides under Solvent‐Free Conditions
Author(s) -
Dzhevakov Pavel B.,
Topchiy Maxim A.,
Zharkova Daria A.,
Morozov Oleg S.,
Asachenko Andrey F.,
Nechaev Mikhail S.
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500844
Subject(s) - borylation , chemistry , palladium , aryl , halide , ligand (biochemistry) , solvent , combinatorial chemistry , catalysis , organic chemistry , biochemistry , alkyl , receptor
Solvent‐free protocols for Miyaura borylation and the one‐pot, two‐step homocoupling of aryl halides are reported for the first time. Bis(dibenzylideneacetone)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.