Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 5, Pages 3567-3576Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c03125
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Funding
- National Natural Science Foundation of China [22001217]
- Science and Technology Program of Sichuan Province [2021ZYD0064]
- Meritocracy Research Funds of China West Normal University [17YC020]
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A novel photocatalytic method for the preparation of diarylmethyl silanes was reported through silyl radicals addition strategy to p-QMs. The method could tolerate a variety of functional groups and provide moderate to excellent yields. The resulting silylation products could be easily converted into a series of bioactive GPR40 agonists and useful p-QMs precursors for the synthesis of compounds possessing both quaternary carbon centers and silicon substituents through simple operation. A plausible mechanism of silyl radicals to p-QMs was proposed based on experimental results and previous literature.
A novel photocatalytic method for the preparation of diarylmethyl silanes was reported through silyl radicals addition strategy to p-QMs (p-quinone methides). This protocol could tolerate a variety of functional groups affording the corresponding silylation products with moderate to excellent yields. The resulting silylation products could be easily converted into a series of bioactive GPR40 agonists and useful p-QMs precursors for the synthesis of compounds possessing both quaternary carbon centers and silicon substituents through simple operation. A plausible mechanism of silyl radicals to p-QMs was proposed on the basis of experimental results and previous literature.
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