230287-26-0Relevant articles and documents
Reaction of Cyclohexanones Imines with Substituted Nitroolefins. New Synthesis of Tetrahydroindole Derivatives
Lim, Sethy,Jabin, Ivan,Revial, Gilbert
, p. 4177 - 4180 (1999)
The Michael-type addition of cyclohexanones imines, reacting as their secondary enamine tautomers, to β-substituted nitroolefins is followed by a cyclization reaction with elimination of the nitro group to afford substituted tetrahydroindoles. When a 2-methylcyclohexanone imine is reacted, an unexpected inversion of the regioselectivity is observed when compared with β-substituted ethylenic esters, thus allowing to obtain also substituted tetrahydroindoles. - Keywords: Imines; Michael reactions; Regioselection; Indoles
Three-Component Ordered Annulation of Amines, Ketones, and Nitrovinylarenes: Access to Fused Pyrroles and Substituted Indoles under Metal-Free Conditions
Chen, Jinjin,Chang, Dan,Xiao, Fuhong,Deng, Guo-Jun
, p. 568 - 578 (2019/01/24)
An efficient synthesis of pyrroles and indoles has been developed via three-component ordered annulation of amines, ketones, and nitrovinylarenes. The reaction selectivity can be well controlled under metal-free conditions to afford the corresponding heterocyclic products in good yields.