Diverse reactivity of α-carbanions derived from alkylidenephosphoranes toward 2-(1λ5-diazynylidene)-1H-indene-1,3-(2H)dione. General approach to conjugated oxadiazines, pyridazines and spiro[3]pyrazoles

✍ Scribed by Wafaa M. Abdou; Maha D. Khidre; Rizk E. Khidre

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2008
• Tongue: English
• Weight: 361 KB
• Volume: 45
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570450603

✦ Synopsis

Abstract

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Different types of phosphonium carbanions were applied to 2‐diazonio‐1,3‐dioxo‐2,3‐dihydro‐1__H__‐inden‐2‐ide (1) in order to synthesize a number of condensed and fused N‐heterocycles. When 1 was treated with cyanomethyltriphenylphosphonium chloride oxadiazine‐, and pyridazine derivatives were obtained whereas bis‐indanylidene derivatives resulted from the reaction of 1 with methyl_ and ethyltriphenylphosphonium bromides. On the other hand, a series of substituted and unsubstituted spiro[3′]pyrazoles were obtained from the di azo substrate when reacted with vinyl_and allyltriphenylphosphonium bromides.