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Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- And Triborylated Indoles

Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- And Triborylated Indoles

Fangyi Shen, Sriram Tyagarajan, Damith Perera, Shane W Krska, Peter E Maligres, Milton R Smith 3rd, Robert E Maleczka Jr

Org Lett. 2016 Apr 1;18(7):1554-7.

PMID: 26998615

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP22306372	Bismuth(III) acetate		22306-37-2	Price

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