Application of the stabilization effect of a silyl group in radical-polar crossover reactions enabled by photoredox-neutral catalysis?
Organic Chemistry Frontiers Pub Date: 2021-07-14 DOI: 10.1039/D1QO00738F
Abstract
Taking advantage of the stabilization effect of a silyl group, a range of less investigated organosilanes could be generally accessed by means of photoredox-neutral catalysis. With halomethyl silicates as the methylene source, silylcyclopropanes and (cyclopropylmethyl)trimethylsilanes could be prepared via radical addition/3-exo-tet cyclisation cascade reactions. Moreover, using alkyl silicates or 4-alkyl-1,4-dihydropyridines as the alkyl radical precursors, Giese-type reactions of α-silyl styrenes have also been reported for the formation of 1-aryl-1-(trimethylsilyl)alkanes. These general protocols based on a reductive radical-polar crossover process feature base-, additive-, and exogenous reductant-free conditions.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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