Issue 5, 2015

Synthesis of silafluorenes and silaindenes via silyl radicals from arylhydrosilanes: intramolecular cyclization and intermolecular annulation with alkynes

Abstract

Intramolecular homolytic aromatic silylation of biphenyl-2-hydrosilanes via silyl radicals has been developed for the synthesis of silafluorenes. Moreover, silaindenes are synthesized via a silyl radical cascade process, assembling internal alkynes with readily available arylhydrosilanes by C–H and Si–H cleavage and C–C and C–Si bond formation in one step. These represent a new simple and efficient approach towards the synthesis of benzosilole derivatives.

Graphical abstract: Synthesis of silafluorenes and silaindenes via silyl radicals from arylhydrosilanes: intramolecular cyclization and intermolecular annulation with alkynes

Supplementary files

Article information

Article type
Research Article
Submitted
09 Jan 2015
Accepted
25 Feb 2015
First published
02 Mar 2015

Org. Chem. Front., 2015,2, 459-463

Author version available

Synthesis of silafluorenes and silaindenes via silyl radicals from arylhydrosilanes: intramolecular cyclization and intermolecular annulation with alkynes

L. Xu, S. Zhang and P. Li, Org. Chem. Front., 2015, 2, 459 DOI: 10.1039/C5QO00012B

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