Iridium-catalyzed direct borylation of five-membered heteroarenes by bis(pinacolato)diboron: Regioselective, stoichiometric, and room temperature reactions
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Ishiyama, T
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Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, JapanHokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
Ishiyama, T
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Takagi, J
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机构:Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
Takagi, J
Yonekawa, Y
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机构:Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
Yonekawa, Y
Hartwig, JF
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机构:Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
Hartwig, JF
Miyaura, N
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机构:Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
Miyaura, N
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[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
An iridium(I) complex generated from 1/2[Ir(OMe)(COD)](2) and 4,4'-di-tert-butyl-2,2'-bipyridine catalyzed the direct borylation of 2-substituted thiophenes, furans and pyrroles in stoichiometric amounts relative to bis(pinacolato)diboron in hexane at room temperature. The heteroarylboronates from regioselective C-H activation at the 5-position were formed in high yields. Similar borylations of unsubstituted heteroarenes with an equimolar amount of the diboron regioselectively provided 2,5-bis(boryl)heteroarenes.