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

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†. / Britton, Luke; Docherty, Jamie H.; Nichol, Gary S. et al.
In: Chinese Journal of Chemistry, Vol. 40, No. 24, 15.12.2022, p. 2875-2881.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Britton, L, Docherty, JH, Nichol, GS, Dominey, AP & Thomas, SP 2022, 'Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†', Chinese Journal of Chemistry, vol. 40, no. 24, pp. 2875-2881. https://doi.org/10.1002/cjoc.202200465

APA

Britton, L., Docherty, J. H., Nichol, G. S., Dominey, A. P., & Thomas, S. P. (2022). Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†. Chinese Journal of Chemistry, 40(24), 2875-2881. https://doi.org/10.1002/cjoc.202200465

Vancouver

Britton L, Docherty JH, Nichol GS, Dominey AP, Thomas SP. Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†. Chinese Journal of Chemistry. 2022 Dec 15;40(24):2875-2881. Epub 2022 Oct 18. doi: 10.1002/cjoc.202200465

Author

Britton, Luke ; Docherty, Jamie H. ; Nichol, Gary S. et al. / Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†. In: Chinese Journal of Chemistry. 2022 ; Vol. 40, No. 24. pp. 2875-2881.

Bibtex

@article{3f76c6e9f0eb4b3da78be6cb57fd39e4,
title = "Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†",
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.",
keywords = "Boron, C—H borylation, Earth-abundant, Iron, Photochemistry",
author = "Luke Britton and Docherty, {Jamie H.} and Nichol, {Gary S.} and Dominey, {Andrew P.} and Thomas, {Stephen P.}",
year = "2022",
month = dec,
day = "15",
doi = "10.1002/cjoc.202200465",
language = "English",
volume = "40",
pages = "2875--2881",
journal = "Chinese Journal of Chemistry",
issn = "1001-604X",
publisher = "John Wiley & Sons Inc.",
number = "24",

}

RIS

TY - JOUR

T1 - Iron-Catalysed C(sp2)-H Borylation with Expanded Functional Group Tolerance†

AU - Britton, Luke

AU - Docherty, Jamie H.

AU - Nichol, Gary S.

AU - Dominey, Andrew P.

AU - Thomas, Stephen P.

PY - 2022/12/15

Y1 - 2022/12/15

N2 - 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.

AB - 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.

KW - Boron

KW - C—H borylation

KW - Earth-abundant

KW - Iron

KW - Photochemistry

U2 - 10.1002/cjoc.202200465

DO - 10.1002/cjoc.202200465

M3 - Journal article

AN - SCOPUS:85139991489

VL - 40

SP - 2875

EP - 2881

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

SN - 1001-604X

IS - 24

ER -