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

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 natura...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (11), p.1367-1370
Hauptverfasser: Wu, Li-Jun, Yang, Yuan, Song, Ren-Jie, Yu, Jiang-Xi, Li, Jin-Heng, He, De-Liang
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Sprache:eng
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Zusammenfassung: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(sp )-H functionalization using an oxidative radical strategy.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc08996a