α-Substituted sulfonamides. II. α-Nitroso (oximino) derivatives

Loev, Bernard; Dowalo, F.

doi:10.1016/s0040-4039(01)87808-4

Cited by 4 publications

(1 citation statement)

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“…[26] In 1971, Truce [10h] and Böhme [27] independently reported the preparation of the 1,1-dilithio-α-chloro-N,N-dimeth-ylmethanesulfonamide (12) and their subsequent double α-alkylation (Scheme 7). Similar reactivities and results were published by Makosza several years later; particularly interesting in these examples was the Darzens condensation between aldehydes and α-chloro-sulfonamides to give the expected oxiranes in good yields.…”

Section: From Alkanesulfonamidesmentioning

confidence: 99%

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

Postel¹,

Nhien²,

Marco

2003

Eur J Org Chem

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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 [Carbanion‐mediated Sulfonate (or Sulfonamide) Intermolecular Coupling] and as intramolecular [Carbanion‐mediated Sulfonate (or Sulfonamide) Intramolecular Cyclization] variants of the conversion. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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Section: From Alkanesulfonamidesmentioning

confidence: 99%