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Issue 11, 2018
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An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)–H functionalization

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Abstract

A Mn-promoted intermolecular oxidative radical heteroannulation of N-(2-cyanoaryl)-acrylamides and tertiary silanes has been described, which provides an efficient route to produce silicon/nitrogen heterocycles, sila-analogues of the known carbon-based structural motifs prevalent in bioactive natural products, pharmaceuticals and materials. The reaction enables Si-incorporation by controlling accurately several chemical bond cleavage and formation processes. Moreover, this reaction represents a new one-step construction of 1,3-azasiline-fused quinolinones that was achieved via silyl C(sp3)–H functionalization using an oxidative radical strategy.

Graphical abstract: An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)–H functionalization

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Article information


Submitted
22 Nov 2017
Accepted
18 Dec 2017
First published
19 Dec 2017

Chem. Commun., 2018,54, 1367-1370
Article type
Communication

An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)–H functionalization

L. Wu, Y. Yang, R. Song, J. Yu, J. Li and D. He, Chem. Commun., 2018, 54, 1367
DOI: 10.1039/C7CC08996A

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