A base-free, catalytic protocol for the dehydrogenative Si-N coupling of weakly nucleophilic N-H groups of heteroarenes or aryl-substituted amines with equimolar amounts of hydrosilanes is reported. Cooperative Si-H bond activation at a Ru-S bond generates a silicon electrophile that forms a Si-N bond prior to the N-H deprotonation by an intermediate Ru-H complex, only releasing H(2).

reaction of substituted-aniline (8) with ethyl (l-methyl-5-nitroimidazole-2- carbonyl) acetate (9) gave 4-hydroxy-2-(l-methyl-5-nitro-2-imidazolyl)- substituted-quinolines (lo), which were converted to compound 11 with phosphorus oxychloride. substituted-2-(l-methyl-5-nitro-2-imidazo1yl)-4.- methyl-(or phenyl-) quinolines (14) were prepared through the reaction of 2- acetyl-5-nitro-1-methyl-imi...

The Pd-catalyzed condensation of 2-bromostyrene and 2-chloroaniline derivatives yields stable diphenylamine intermediates, which are selectively converted to five-, six-, or seven-membered heteroaromatics (indoles, carbazoles, acridines, and dibenzazepines). The selectivity of these intramolecular transformations is uniquely ligand-controlled and offers efficient routes to four important classe...

A highly efficient and selective Ru-catalyzed direct C2-olefination of indoles, pyrroles, and carbazoles assisted by a removable N-dimethylcarbamoyl group has been developed by using O2 as the terminal oxidant. Both electron-deficient and unactivated alkenes are applicable to the protocol.