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Iron-Based Catalyst for Borylation of Unactivated Alkyl Halides without Using Highly Basic Organometallic Reagents

Sheema Siddiqui, Ramesh Bhawar, K. Geetharani

2020The Journal of Organic Chemistry16 citationsDOI

Abstract

The mild borylation of alkyl bromides and chlorides with bis(neopentylglycolato)diborane (B2neop2) mediated by iron-bis amide is described. The reaction proceeds with a broad substrate scope and good functional group compatibility. Moreover, sufficient catalytic activity was obtained for primary and secondary alkyl halides. Mechanistic studies indicate that the reaction proceeds through a radical pathway.

Topics & Concepts

ChemistryBorylationAlkylHalideDiboraneCatalysisReagentAmideFunctional groupOrganic chemistryAlkylationGroup 2 organometallic chemistryCombinatorial chemistryMedicinal chemistryMoleculeBoronArylPolymerOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions