Miyaura Borylation and One‐Pot Two‐Step Homocoupling of Aryl Chlorides and Bromides under Solvent‐Free Conditions. Issue 6 (23rd February 2016)

• Record Type: Journal Article
• Authors: Dzhevakov, Pavel B.; Topchiy, Maxim A.; Zharkova, Daria A.; Morozov, Oleg S.; Asachenko, Andrey F.; Nechaev, Mikhail S.
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 6(2016)
• Page Start: 977
• Page End: 983
• Publication Date: 2016-02-23
• Subjects: cross‐coupling reactions -- homocoupling -- Miyaura borylation -- palladium -- solvent‐free reactions; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201500844
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: 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. Abstract :