Iridium-catalyzed C–H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates

Takagi, Jun; Sato, Kazuaki; Hartwig, John F et al.

Tetrahedron Letters, 2002, 43(32), 5649-5651

Permalink : https://hdl.handle.net/2115/56222

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アクセス権	open access
URI	https://hdl.handle.net/2115/56222
タイトル	Iridium-catalyzed C–H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates
著者	Takagi, Jun ; Sato, Kazuaki ; Hartwig, John F ; Ishiyama, Tatsuo ; Miyaura, Norio
著者名 Takagi, Jun
著者名 Sato, Kazuaki
著者名 Hartwig, John F
e-Rad_Researcher 00232348 著者名 Ishiyama, Tatsuo
e-Rad_Researcher 10002049 著者名 Miyaura, Norio
言語	英語
キーワード	boron and compounds
	arenes
	iridium and compounds
	coupling reactions
発行日	2002-08-05
出版者	Elsevier
収録物名	Tetrahedron Letters
巻(号)	43(32)
ページ	5649-5651
抄録	The C–H coupling of aromatic heterocycles with bis(pinacolato)diboron was carried out in octane at 80–100°C in the presence of a 1/2[IrCl(COD)]2-(4,4 -di-tert-butyl-2,2 -bipyridine) catalyst (3 mol%). The reactions of five-membered substrates such as thiophene, furan, pyrrole, and their benzo-fused derivatives exclusively produced 2-borylated products, whereas those of six-membered heterocycles including pyridine and quinoline selectively occurred at the 3-position. Regioselective synthesis of bis(boryl)heteroaromatics was also achieved by using an almost equimolar amount of substrates and the diboron.
資源タイプ	学術雑誌論文
出版タイプ	Submitted Manuscript Under Review
PISSN	0040-4039
関連情報 (isVersionOf)	出版社版DOI https://doi.org/10.1016/S0040-4039(02)01135-8