Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- and Triborylated Indoles
Organic Letters(2016)
Abstract
Bismuth(III) acetate is a safe, inexpensive, and selective facilitator of sequential protodeboronations, which when used in conjunction with Ir-catalyzed borylations allows access to a diversity of borylated indoles. The versatility of combining Ir-catalyzed borylations with Bi(III)-catalyzed protodeboronation is demonstrated by selectively converting 6-fluoroindole into products with Bpin groups at the 4-, 5-, 7-, 2,7-, 4,7-, 3,5-, and 2,4,7-positions and the late-stage functionalization of sumatriptan.
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Key words
triborylated indoles,bismuth acetate,sequential protodeboronation,catalyst
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