Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation

Britton, Luke and Docherty, Jamie H. and Dominey, Andrew P. and Thomas, Stephen P. (2020) Iron-catalysed C(sp2)-H borylation enabled by carboxylate activation. Molecules, 25 (4): 905. ISSN 1420-3049

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Abstract

Arene C(sp2)-H bond borylation reactions provide rapid and efficient routes to synthetically versatile boronic esters. While iridium catalysts are well established for this reaction, the discovery and development of methods using Earth-abundant alternatives is limited to just a few examples. Applying an in situ catalyst activation method using air-stable and easily handed reagents, the iron-catalysed C(sp2)-H borylation reactions of furans and thiophenes under blue light irradiation have been developed. Key reaction intermediates have been prepared and characterised, and suggest two mechanistic pathways are in action involving both C-H metallation and the formation of an iron boryl species.

Item Type:
Journal Article
Journal or Publication Title:
Molecules
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1602
Subjects:
?? borylationc-h functionalisationcatalysisironphotochemistrypinacolboraneanalytical chemistrychemistry (miscellaneous)molecular medicinepharmaceutical sciencedrug discoveryphysical and theoretical chemistryorganic chemistry ??
ID Code:
205251
Deposited By:
Deposited On:
26 Sep 2023 16:05
Refereed?:
Yes
Published?:
Published
Last Modified:
16 Jul 2024 00:15