Silyl radical initiated radical cascade addition/cyclization: synthesis of silyl functionalized 4H-pyrido[4,3,2-gh]phenanthridin-5(6H)-ones
Zhang, C (Zhang, Chen)[ 1 ] ; Pi, JX (Pi, Junxia)[ 1 ] ; Wang, L (Wang, Lei)[ 1 ] ; Liu, P (Liu, Ping)[ 1 ] ; Sun, PP (Sun, Peipei)[ 1 ]*（孙培培）
[ 1 ] Nanjing Normal Univ, Coll Chem & Mat Sci, Jiangsu Prov Key Lab Mat Cycle Proc & Pollut Cont, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Nanjing 210023, Jiangsu, Peoples R China
ORGANIC & BIOMOLECULAR CHEMISTRY,201812,16(47),9223-9229
A cyclization cascade initiated by the addition of a silyl radical to an electron-deficient carbon-carbon double bond of N-arylacrylamides, followed by intramolecular cyano group insertion and homolytic aromatic substitution has been reported. In the presence of di-lauroyl peroxide (LPO), under metal-free conditions, several readily available hydrosilanes were successfully used as the source of silyl radicals and a series of silyl functionalized 4H-pyrido[4,3,2-gh]phenanthridin-5(6H)-ones were obtained in moderate to good yields.