Issue 12, 2018

Oxidative radical divergent Si-incorporation: facile access to Si-containing heterocycles

Abstract

A copper-catalyzed oxidative radical strategy to avoid the use of the highly expensive noble metal/ligand catalytic systems is described, which allows selective activation of dual chemical bonds around the Si-atom center relying on the nature of alkylsilanes. While for tertiary silanes selective functionalization of Si–H/silyl C(sp3)–H bonds in intermolecular oxidative annulation cascades with N-(2-(ethynyl)aryl)acrylamides toward silino[3,4-c]quinolin-5(3H)-ones, when using secondary silanes and HSi(TMS)3, dual Si–H bonds or Si–H/Si–Si bonds are selectively cleaved leading to 4H-silolo[3,4-c]quinolin-4-ones.

Graphical abstract: Oxidative radical divergent Si-incorporation: facile access to Si-containing heterocycles

Supplementary files

Article information

Article type
Communication
Submitted
21 Nov. 2017
Accepted
05 Jan. 2018
First published
05 Jan. 2018

Chem. Commun., 2018,54, 1441-1444

Oxidative radical divergent Si-incorporation: facile access to Si-containing heterocycles

Y. Yang, R. Song, Y. Li, X. Ouyang, J. Li and D. He, Chem. Commun., 2018, 54, 1441 DOI: 10.1039/C7CC08964C

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