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Visible-Light-Mediated Divergent Silylfunctionalization of Alkenes

Zheng Ming, Jing Hou, Li−Li Hua, Wanying Tang, Le‐Wu Zhan, Bindong Li

2021Organic Letters37 citationsDOI

Abstract

1,2-Silylfunctionalization of alkenes is an efficient way to construct highly functionalized silicon-containing compounds. However, examples of 1,2-silylfunctionalization of alkenes using readily available hydrosilanes are limited. Herein, we present a visible-light-mediated divergent 1,2-silylfunctionalization of alkenes using hydrosilane under ambient conditions. A series of β-alkoxy, β-alkylthio, β-hydroxy, and β-indolyl silanes was obtained in good to excellent yields. Moreover, vinylsilanes were successfully prepared in the absence of an additional nucleophile.

Topics & Concepts

ChemistrySilanesNucleophileVisible spectrumAlkoxy groupSiliconPhotochemistryCombinatorial chemistryOrganic chemistryAlkylCatalysisSilanePhysicsOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
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