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

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...

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Published inACS omega Vol. 3; no. 3; pp. 3183 - 3189
Main Authors Giomi, Donatella, Ceccarelli, Jacopo, Brandi, Alberto
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 31.03.2018
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ISSN2470-1343
2470-1343
DOI10.1021/acsomega.8b00167

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Summary: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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ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.8b00167