The CSIC reaction on substrates derived from aldehydes

José L. Marco; Simon T. Ingate; Carlos Jaime; Ivan Beá

doi:10.1016/S0040-4020(00)00124-1

The CSIC reaction on substrates derived from aldehydes

José L. Marco, Simon T. Ingate, Carlos Jaime, Ivan Beá

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

33 Citations (Scopus)

Abstract

The Carbanion-mediated Sulfonate (Sulfonamide) Intramolecular Cyclization reaction (CSIC reaction) on conveniently functionalized cyanoalkylsulfonates and cyanoalkylsulfonamides derived from aldehydes is possible and gives the new heterocyclic ring systems 5-alkyl-4-amino-5H-1,2- oxathiole 2,2-dioxide and 3-alkyl-5H-4-amino-5-cyano-5H-2,3- dihydroisothiazole 1,1-dioxide in good yield. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	2523-2531
Journal	Tetrahedron
Volume	56
Issue number	16
DOIs	https://doi.org/10.1016/S0040-4020(00)00124-1
Publication status	Published - 14 Apr 2000

Keywords

Cyanoalkylsulfonamides
Cyanoalkylsulfonates
Non-nucleophilic bases

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10.1016/S0040-4020(00)00124-1

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title = "The CSIC reaction on substrates derived from aldehydes",

abstract = "The Carbanion-mediated Sulfonate (Sulfonamide) Intramolecular Cyclization reaction (CSIC reaction) on conveniently functionalized cyanoalkylsulfonates and cyanoalkylsulfonamides derived from aldehydes is possible and gives the new heterocyclic ring systems 5-alkyl-4-amino-5H-1,2- oxathiole 2,2-dioxide and 3-alkyl-5H-4-amino-5-cyano-5H-2,3- dihydroisothiazole 1,1-dioxide in good yield. (C) 2000 Elsevier Science Ltd.",

keywords = "Cyanoalkylsulfonamides, Cyanoalkylsulfonates, Non-nucleophilic bases",

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T1 - The CSIC reaction on substrates derived from aldehydes

AU - Marco, José L.

AU - Ingate, Simon T.

AU - Jaime, Carlos

AU - Beá, Ivan

PY - 2000/4/14

Y1 - 2000/4/14

N2 - The Carbanion-mediated Sulfonate (Sulfonamide) Intramolecular Cyclization reaction (CSIC reaction) on conveniently functionalized cyanoalkylsulfonates and cyanoalkylsulfonamides derived from aldehydes is possible and gives the new heterocyclic ring systems 5-alkyl-4-amino-5H-1,2- oxathiole 2,2-dioxide and 3-alkyl-5H-4-amino-5-cyano-5H-2,3- dihydroisothiazole 1,1-dioxide in good yield. (C) 2000 Elsevier Science Ltd.

AB - The Carbanion-mediated Sulfonate (Sulfonamide) Intramolecular Cyclization reaction (CSIC reaction) on conveniently functionalized cyanoalkylsulfonates and cyanoalkylsulfonamides derived from aldehydes is possible and gives the new heterocyclic ring systems 5-alkyl-4-amino-5H-1,2- oxathiole 2,2-dioxide and 3-alkyl-5H-4-amino-5-cyano-5H-2,3- dihydroisothiazole 1,1-dioxide in good yield. (C) 2000 Elsevier Science Ltd.

KW - Cyanoalkylsulfonamides

KW - Cyanoalkylsulfonates

KW - Non-nucleophilic bases

U2 - 10.1016/S0040-4020(00)00124-1

DO - 10.1016/S0040-4020(00)00124-1

M3 - Article

VL - 56

SP - 2523

EP - 2531

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 16

ER -