Photogeneration\nof β‑Borylsilyl Radical\nvia Decarboxylation of <i>N</i>‑Hydroxyphthalimide\nEsters

<i>Gem</i>-borylsilylalkanes are versatile\nintermediates\nin organic synthesis, and the traditional synthesis methods have mainly\nfocused on metal reagents, the insertion reactions of diazo compounds,\nand hydrosilylation/hydroborylation reactions of unsaturated bonds.\nHerein, a novel, efficient <i>gem</i>-borylsilylalkanes\nsynthesis via a radical approach is reported. This method introduced\na β-<i>gem</i>-borylsilyl NHPI ester as the precursor\nof the β-borylsilyl radical that, coupling with radical acceptors\nunder photo conditions, and the corresponding <i>gem</i>-borylsilylalkanes bearing unsaturated bonds, facilitate subsequent\ntransformations.

Publication Details

Journal
Figshare
Published
2024-10-16
DOI
https://doi.org/10.1021/acs.orglett.4c03393.s001
Primary Topic
Organoboron and organosilicon chemistry
Type
article
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article

Photogeneration\nof β‑Borylsilyl Radical\nvia Decarboxylation of N‑Hydroxyphthalimide\nEsters

Figshare
Organoboron and organosilicon chemistry
article

Photogeneration\nof β‑Borylsilyl Radical\nvia Decarboxylation of N‑Hydroxyphthalimide\nEsters

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Abstract

<i>Gem</i>-borylsilylalkanes are versatile\nintermediates\nin organic synthesis, and the traditional synthesis methods have mainly\nfocused on metal reagents, the insertion reactions of diazo compounds,\nand hydrosilylation/hydroborylation reactions of unsaturated bonds.\nHerein, a novel, efficient <i>gem</i>-borylsilylalkanes\nsynthesis via a radical approach is reported. This method introduced\na β-<i>gem</i>-borylsilyl NHPI ester as the precursor\nof the β-borylsilyl radical that, coupling with radical acceptors\nunder photo conditions, and the corresponding <i>gem</i>-borylsilylalkanes bearing unsaturated bonds, facilitate subsequent\ntransformations.

Figshare
Openalex Percentile: Top 75%
Organoboron and organosilicon chemistry
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Photogeneration\nof β‑Borylsilyl Radical\nvia Decarboxylation of <i>N</i>‑Hydroxyphthalimide\nEsters · Figshare (2024) | TGRS Research Map | TGRS