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Saturated Bicyclic Sultams
Author(s) -
Grygorenko Oleksandr O.,
Vashchenko Bohdan V.,
Blahun Oleksandr P.,
Zhersh Serhii
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000603
Subject(s) - bicyclic molecule , chemistry , intramolecular force , carbanion , sulfonamide , metathesis , ring (chemistry) , intermolecular force , stereochemistry , ring closing metathesis , combinatorial chemistry , organic chemistry , molecule , polymerization , polymer
Saturated bicyclic sultams represent a promising class of sp 3 ‐rich three‐dimensional scaffolds of outmost importance to organic and medicinal chemistry. In this review with 99 references, synthesis, properties, and applications of these compounds are surveyed. The literature data are categorized according to the structural types (i.e. fused, bridged, and spirocyclic compounds), as well as homologous series (from β‐ to ε‐sultams). It is shown that most of the approaches are based on the construction of the sultam ring; these methods include intramolecular N ‐sulfonylations, sulfonamide N ‐alkylations, carbanion‐mediated sulfonamide intramolecular cyclizations (CSIC), ring‐closing metathesis, Michael additions, aza‐Prins reaction, as well as both intra‐ and intermolecular [2+2] and [3+2] cycloadditions and other transformations.