Synthesis of New Indolizidine Derivatives from 1-(2-Quinolyl)-2-propen-1-ol

Donatella Giomi; Jacopo Ceccarelli; Alberto Brandi

doi:10.1021/acsomega.8b00167

Synthesis of New Indolizidine Derivatives from 1-(2-Quinolyl)-2-propen-1-ol

ACS Omega. 2018 Mar 15;3(3):3183-3189. doi: 10.1021/acsomega.8b00167. eCollection 2018 Mar 31.

Authors

Donatella Giomi¹, Jacopo Ceccarelli¹, Alberto Brandi¹

Affiliation

¹ Dipartimento di Chimica "Ugo Schiff", Università degli Studi di Firenze, Via della Lastruccia 3-13, I-50019 Sesto Fiorentino, Italy.

Abstract

The four-step procedure involving bromination, reduction, and nucleophilic substitution via elimination/addition previously applied to 1-(2-pyridyl)-2-propen-1-ol for the synthesis of indolizidine systems has now been extended to 1-(2-quinolyl)-2-propen-1-ol allowing a general access to benzo-fused derivatives. For instance, (±)-benzo[e]lentiginosine has been easily synthesized in an 18% overall yield.