Copper(I)‐Catalyzed Regioselective Tandem Cyanoalkylative Cyclization of 1,5‐Dienes with Cyclobutanone Oxime Esters

An effective strategy for construction of 1,5‐dihydro‐2H‐pyrrol‐2‐one scaffolds by a cascade of 1,5‐dienes with cyclobutanone oxime esters was developed. The reaction proceeded through radical addition, 5‐endo cyclization, and subsequent deprotonation, in which two new C−C bonds were formed. This pr...

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Bibliographic Details
Published in:European journal of organic chemistry 2022-12, Vol.2022 (45), p.n/a
Main Authors: Wang, Panpan, Leng, Yuting, Wu, Yangjie
Format: Article
Language:English
Subjects:
1,5-Dienes
5-endo Cyclization
Cyanoalkylation
Cyclobutanone oxime esters
Dienes
Esters
Radical addition
Regioselectivity
Substrates
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Summary:An effective strategy for construction of 1,5‐dihydro‐2H‐pyrrol‐2‐one scaffolds by a cascade of 1,5‐dienes with cyclobutanone oxime esters was developed. The reaction proceeded through radical addition, 5‐endo cyclization, and subsequent deprotonation, in which two new C−C bonds were formed. This protocol features excellent regioselectivity and a low‐cost catalyst, as well as broad substrate scope, which are expected to promote its potential applications in pharmacy and synthetic chemistry. An effective strategy for constructing 1,5‐dihydro‐2H‐pyrrol‐2‐one scaffolds was developed, which proceeded through radical addition and cyclization. This protocol features excellent regioselectivity and broad substrate scope.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202201091