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.
Synthesis of New Indolizidine Derivatives from 1-(2-Quinolyl)-2-propen-1-ol / Giomi, Donatella*; Ceccarelli, Jacopo; Brandi, Alberto. - In: ACS OMEGA. - ISSN 2470-1343. - STAMPA. - 3:(2018), pp. 3183-3189. [10.1021/acsomega.8b00167]
Synthesis of New Indolizidine Derivatives from 1-(2-Quinolyl)-2-propen-1-ol
Giomi, Donatella
;Ceccarelli, Jacopo;Brandi, Alberto
2018
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.
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