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Preparation of 2H-spiro[benzo[d]isothiazole-3,3′-pyrazole]-1, 1-dioxide-2′(4′H)-carboxylates from dilithiated C(α),N-carboalkoxyhydrazones and methyl 2-(aminosulfonyl)benzoate

✍ Scribed by Anna C. Dawsey; Chandra Potter; John D. Knight; Zachary C. Kennedy; Ellyn A. Smith; Amanda M. Acevedo-Jake; Andrew J. Puciaty; Clyde R. Metz; Charles F. Beam; William T. Pennington; Donald G. VanDerveer

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
153 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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A variety of substituted spiro(benzoisothiazole‐pyrazoles) have been prepared by the condensation of dilithiated C(α),N‐carboalkoxyhydrazones with lithiated methyl 2‐(aminosulfonyl)benzoate followed by the cyclization of intermediates with acetic anhydride, which also resulted in spiro N‐acetylated products when carbomethoxyhydrazones or carboethoxyhydrazones were used, and spiro NH products when carbo‐__tert‐__butoxyhydrazones were used. J. Heterocyclic Chem., 46, 231 (2009).

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