Events The 18th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 18th International Electronic Conference on Synthetic Organic Chemistry

Published date

31 Oct, 2014

Citation

Matilde Sisti, Luca Sancineto, Francesca Marini, Claudio Santi, Luana Bagnoli, Synthesis of 3,4-Dihydropyrazino[1,2-a]indol-1(2H)-Ones by Cascade Addition-Cyclization Reactions from Vinyl Selenones, in Proceedings of The 18th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2014, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-18-a011

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Synthesis of 3,4-Dihydropyrazino[1,2-a]indol-1(2H)-Ones by Cascade Addition-Cyclization Reactions from Vinyl Selenones

Matilde Sisti ¹

Luca Sancineto ¹

Francesca Marini ¹

Claudio Santi ¹

Luana Bagnoli ¹

1. University of Perugia

Abstract

Recently vinyl selenones have been discovered as excellent substrates to synthesize indole derivatives in an cost-inexpensive and eco-friendly reaction. Herein we describe the synthesis of 3,4-dihydropyrazino[1,2-a]indol-1(2H)-ones, which attracted the attention of medicinal chemists thanks to their important biological activities such as antifungal, antihistaminergic and anti-serotoninergic. The reaction takes place via a Michael addition-cyclization cascade starting from vinyl selenones and (1H-indol-2yl)carboxamides using as base potassium hydroxide.

Keywords

3,4-dihydropyrazino[1,2-a]indol-1(2H)-ones

vinyl selenones

cascade reaction

Manuscript

Bagnoli-Sisti ECSOC18.pdf

Poster

PresentazioneBagnoli-matilde ECSOC18.pdf

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