[2+2]-Photocycloaddition of N‑Benzylmaleimide to Alkenes As an Approach to Functional 3‑Azabicyclo[3.2.0]heptanes

A one-step synthesis of functionalized 3-azabicyclo[3.2.0]­heptanes by [2+2]-photochemical intermolecular cycloaddition of N-benzylmaleimide to alkenes was elaborated. The obtained compounds were easily transformed into the bi- and tricyclic analogues of piperidine, morpholine, piperazine, and GABA,...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 83; no. 12; pp. 6275 - 6289
Main Authors: Skalenko, Yevhen A, Druzhenko, Tetiana V, Denisenko, Aleksandr V, Samoilenko, Maryna V, Dacenko, Oleksandr P, Trofymchuk, Serhii A, Grygorenko, Oleksandr O, Tolmachev, Andrey A, Mykhailiuk, Pavel K
Format: Journal Article
Language:English
Published: United States American Chemical Society 15-06-2018
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Summary:A one-step synthesis of functionalized 3-azabicyclo[3.2.0]­heptanes by [2+2]-photochemical intermolecular cycloaddition of N-benzylmaleimide to alkenes was elaborated. The obtained compounds were easily transformed into the bi- and tricyclic analogues of piperidine, morpholine, piperazine, and GABA, which are advanced building blocks for drug discovery.
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b00077