Litcius/Paper detail

Saturated Bicyclic Sultams

Oleksandr O. Grygorenko, Bohdan V. Vashchenko, Oleksandr P. Blahun, Serhii Zhersh

2020European Journal of Organic Chemistry38 citationsDOI

Abstract

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.

Topics & Concepts

Bicyclic moleculeChemistryIntramolecular forceCarbanionSulfonamideMetathesisRing (chemistry)Intermolecular forceStereochemistryRing-closing metathesisCombinatorial chemistryOrganic chemistryMoleculePolymerizationPolymerOrganic and Inorganic Chemical ReactionsSulfur-Based Synthesis TechniquesChemical Reaction Mechanisms