Chemistry of Sulfonate‐ and Sulfonamide‐Stabilized Carbanions − The <i>CSIC </i>Reactions

Abstract

Abstract In this account we review the varied, but extensively documented reactions affording acyclic alkanesulfonates, alkanesulfonamides, and heterocyclic ring systems (sultones, 1,2‐oxathiole S , S ‐dioxides, sultams, and 2,3‐dihydroisothiazole S , S ‐dioxides) from conveniently functionalized alkanesulfonates or alkanesulfonamides, by a general procedure that we have named and classified as CSIC reactions both as intermolecular [ C arbanion‐mediated S ulfonate (or S ulfonamide) I ntermolecular C oupling] and as intramolecular [ C arbanion‐mediated S ulfonate (or S ulfonamide) I ntramolecular C yclization] variants of the conversion. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2003)