Iridium-catalyzed C–H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates
Abstract
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.
Journal
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- Tetrahedron Letters
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Tetrahedron Letters 43 (32), 5649-5651, 2002-08-05
Elsevier
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Details 詳細情報について
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- CRID
- 1050001339016749696
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- NII Article ID
- 120005438241
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- HANDLE
- 2115/56222
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- ISSN
- 00404039
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- Text Lang
- en
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- Article Type
- journal article
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- Data Source
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- IRDB
- CiNii Articles