M. Palomba, L. Sancineto, F. Marini
Dec 1, 2018
Citations
0
Influential Citations
11
Citations
Journal
Tetrahedron
Abstract
Abstract Herein we disclose an efficient and flexible approach to biologically relevant 3,4-dihydropyrazino[1,2-a]indol-1(2H)ones and 3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)ones through a domino Michael/intramolecular nucleophilic substitution pathway using potassium hydroxide in dichloromethane. Variously substituted vinyl selenones and 1H-indole-2-carboxamides or 1H-pyrrole-2-carboxamides have been employed with success in chemo and regio-selective processes. The introduction of an amino acid portion on the amidic function is well tolerated without racemization.