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Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance

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<mark>Journal publication date</mark>15/12/2022
<mark>Journal</mark>Chinese Journal of Chemistry
Issue number24
Volume40
Number of pages7
Pages (from-to)2875-2881
Publication StatusPublished
Early online date18/10/22
<mark>Original language</mark>English

Abstract

Arene C(sp2)-H bond borylation offers direct and efficient access to aryl boronic esters. Using in situ catalyst activation and photoirradiation, the iron-catalysed C(sp2)-H borylation reaction of carboarenes, pyrroles, and indoles has been developed using only bench-stable pre-catalysts and reagents. Good functional group tolerance was observed including those not reported using previous methods (ArNH2, ArOH, ArSiR3, ArP(O)(OR)2, ArC(O)NR2). Mechanistic studies revealed iron-catalysed reductive deoxygenation, C—F protodefluorination, and a demethylation of aryl methyl ethers by C—O sigma bond hydroboration.