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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 16
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Original Articles

Facile Synthesis of New Spirothiadiazolopyridazines by 1,3‐Dipolar Cycloaddition

, , , , &
Pages 2213-2221 | Received 04 Apr 2005, Published online: 18 Aug 2006
 

Abstract

New derivatives of the spiro type of pyridazines have been synthesized by 1,3‐dipolar cycloaddition of N‐aryl‐C‐ethoxycarbonylnitrile imines with pyridazin‐3(2H)‐thiones. When the nitrile oxide was used, the corresponding pyridazin‐3(2H)‐one was obtained from the intermediate spirooxathiazole by elimination of isothiocyanate group. The peri‐ and regioselectivity of the reaction were ascertained by X‐ray analysis and 13C NMR spectroscopy of the cycloadducts 3–9.

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