Amines
Amines Q 0120Anilines Made Easily: From Aldehydes to Tri-, Tetra-, and Pentasubstituted Anilines in Two Steps. -A new and highly selective procedure is developed for the synthesis of tri-, tetra-and pentasubstituted anilines using a three-component cyclization. Formation of aminocyclohexenes is followed by a quasi-intramolecular domino dehydrogenation/Cbz cleavage process, in which the cyclohexene moiety acts as an efficient hydrogen donor for the debenzylation of the carbamate. Simple aliphatic (with an α-hydrogen) and α,β-unsaturated (with a γ-hydrogen) aldehydes bearing linear or branched alkyl, aryl or heteroaryl substituents are employed. Further diversity is obtained by using different dienophiles such as N-methyl maleimide, acrylonitrile and diethyl fumarate. Compound (VIIIb) demonstrated the synthesis of a pentasubstituted aniline in only two reaction steps. -(NEUMANN, H.; JACOBI VON WANGELIN, A.; KLAUS, S.; STRUEBING, D.; GOERDES, D.; BELLER*, M.; Angew.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.