Annulation strategies for diverse heterocycles via the reductive transformation of 2-nitrostyrenes

Reduction of the stable nitro group is a fundamental and widely used transformation for the construction of complex and functionalized heterocyclic architectures. The unfolding of the reactivity of the nitro group in the 2-nitrostyrene moiety not only triggers the formation of carbon–nitrogen bonds,...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2022-10, Vol.20 (39), p.7675-7693
Main Authors: Khanal, Hari Datta, Perumal, Muthuraja, Lee, Yong Rok
Format: Article
Language:English
Subjects:
Chemical reactions
Organic chemistry
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Summary:Reduction of the stable nitro group is a fundamental and widely used transformation for the construction of complex and functionalized heterocyclic architectures. The unfolding of the reactivity of the nitro group in the 2-nitrostyrene moiety not only triggers the formation of carbon–nitrogen bonds, but also offers the opportunity for annulation and heteroannulation, thereby providing a cascade process for the synthesis of highly conjugated natural and unnatural molecules. In this review, we comprehensively discuss the use of 2-nitrostyrene motifs in the synthesis of various N-heterocycles. We offer readers an overview of the synthetic achievements achieved to date, highlighting their important features, reactivities, and mechanisms.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01149b