An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)-H functionalizationElectronic supplementary information (ESI) available. CCDC 1584738. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7cc08996a

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 3 )-H functionalization using an oxidative radical strategy. A Mn-promoted intermolecular oxidative heteroannulation of N -(2-cyanoaryl)-acrylamides with tertiary silanes toward 1,3-azasiline-fused quinolinones is presented.