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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 14
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Original Articles

Acylation of Sydnones with Acetic Anhydride in the Presence of Montmorillonite K-10

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Pages 2757-2764 | Received 02 Feb 1996, Published online: 21 Aug 2006
 

Abstract

Various 4-acetyl sydnones 2 can be prepared in good yield by reaction of the corresponding 3-arylsydnones (cf. 1) with acetic anhydride at ∼ 110°C catalyzed by Montmorillonite K-10. The reaction fails where an ortho-keto moiety is present; therein sydnone ring cleavage occurs to form the corresponding indazole 3.

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