Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C–H functionalization
摘要：
Iridium-catalyzed borylation has been applied to various substituted thiophenes to synthesize poly-functionalized thiophenes in good to excellent yields. Apart from common functionalities compatible with iridium-catalyzed borylations, additional functional group tolerance to acyl (COMe) and trimethylsilyl (TMS) groups was also observed. High regioselectivities were observed in borylation of 3- and 2,5-di-substituted thiophenes. Electrophilic aromatic C–H/C–Si bromination on thiophene boronate esters is shown to take place without breaking the C–B bond, and one-pot C–H borylation/Suzuki–Miyaura cross-coupling has been accomplished on 2- and 3-borylated thiophenes.Graphical abstract
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关键词：
Iridium Catalysis Borylation Thiophenes One-pot reactions Suzuki–Miyaura cross-coupling Bromination
DOI：
10.1016/j.tet.2008.02.111
被引量：
年份：
2008
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