Synthesis of Cyclohepta[<i>b</i>]indoles by (4 + 3) Cycloaddition of 2-Vinylindoles or 4<i>H</i>-Furo[3,2-<i>b</i>]indoles with Oxyallyl Cations
Valentina Pirovano, Elisa Brambilla, Andrea Moretti, Silvia Rizzato, Giorgio Abbiati, Donatella Nava, Elisabetta Rossi
Abstract
]indole scaffolds are obtained under mild reaction conditions, in the absence of expensive catalysts, starting from simple reagents, in good to excellent yields and with complete diasteroselectivity. Preliminary expansion of the scope to 3-vinylindoles and to aza-oxyallyl cations is reported.
Topics & Concepts
CycloadditionIndole testChemistryReagentSolventMedicinal chemistryCatalysisBase (topology)Combinatorial chemistryOrganic chemistryMathematicsMathematical analysisAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthesis of Indole Derivatives