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

Britton, Luke and Docherty, Jamie H. and Nichol, Gary S. and Dominey, Andrew P. and Thomas, Stephen P. (2022) Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†. Chinese Journal of Chemistry, 40 (24). pp. 2875-2881. ISSN 1001-604X

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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.

Item Type:
Journal Article
Journal or Publication Title:
Chinese Journal of Chemistry
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600
Subjects:
?? BORONC—H BORYLATIONEARTH-ABUNDANTIRONPHOTOCHEMISTRYCHEMISTRY(ALL) ??
ID Code:
205253
Deposited By:
Deposited On:
27 Sep 2023 08:50
Refereed?:
Yes
Published?:
Published
Last Modified:
02 Nov 2023 11:20