Iridium-catalyzed C–H coupling reaction of heteroaromatic compounds with bis (pinacolato) diboron: regioselective synthesis of heteroarylboronates
J Takagi, K Sato, JF Hartwig, T Ishiyama, N Miyaura
Index: Takagi, Jun; Sato, Kazuaki; Hartwig, John F; Ishiyama, Tatsuo; Miyaura, Norio Tetrahedron Letters, 2002 , vol. 43, # 32 p. 5649 - 5651
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Citation Number: 235
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 ...
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