Chemistry of Sulfonate‐ and Sulfonamide‐Stabilized Carbanions − The  CSIC  Reactions | Zendy

Postel Denis | Zendy; Van Nhien Albert Nguyen | Zendy; Marco José L. | Zendy

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Chemistry of Sulfonate‐ and Sulfonamide‐Stabilized Carbanions − The CSIC Reactions

Author(s) -

Postel Denis,

Van Nhien Albert Nguyen,

Marco José L.

Publication year - 2003

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.200300170

Subject(s) - chemistry , carbanion , sulfonamide , intramolecular force , ring (chemistry) , sulfonate , sulfone , medicinal chemistry , stereochemistry , organic chemistry , combinatorial chemistry , sodium

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 & Co. KGaA, 69451 Weinheim, Germany, 2003)

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