Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides

A protocol for the Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides that minimizes protodeboronation is described. A combination of catalytic amounts of Pd(OAc)(2) and SPhos in conjunction with CsF in isopropanol effectively affords a variety of coupled products. Surprisingly,...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2012-01, Vol.48 (2), p.203-205
Hauptverfasser:	Thakur, Ashish, Zhang, Kainan, Louie, Janis
Format:	Artikel
Sprache:	eng
Schlagworte:	Acids, Heterocyclic - chemical synthesis Acids, Heterocyclic - chemistry Boronic Acids - chemical synthesis Boronic Acids - chemistry Catalysis Palladium - chemistry Vinyl Chloride - chemical synthesis Vinyl Chloride - chemistry
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Zusammenfassung:	A protocol for the Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides that minimizes protodeboronation is described. A combination of catalytic amounts of Pd(OAc)(2) and SPhos in conjunction with CsF in isopropanol effectively affords a variety of coupled products. Surprisingly, a dramatic temperature dependence in product selectivity was observed.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c1cc15990a