Catalyst-Free Synthesis of Pyrrolo[1,2‑a]quinolines via Dehydration/[3 + 2] Cycloaddition Directly from 2‑Methylquinolines, Aldehydes, and Alkynoates

A simple and efficient catalyst-free synthesis of pyrrolo­[1,2-a]­quinoline derivatives from 2-methylquinolines, aldehydes, and alkynoates via dehydration/[3 + 2] cycloaddition has been developed. The reaction conditions are tolerant to air, and H2O is the only byproduct of this transformation, thus...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-04, Vol.82 (8), p.4289-4296
Main Authors: Wu, Fu-song, Zhao, Hai-yuan, Xu, Yan-li, Hu, Kun, Pan, Ying-ming, Ma, Xian-li
Format: Article
Language:English
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Summary:A simple and efficient catalyst-free synthesis of pyrrolo­[1,2-a]­quinoline derivatives from 2-methylquinolines, aldehydes, and alkynoates via dehydration/[3 + 2] cycloaddition has been developed. The reaction conditions are tolerant to air, and H2O is the only byproduct of this transformation, thus offering an environmentally benign process with a wide range of potential applications in organic synthesis and medicinal chemistry.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b00280