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A regioselective 1,3-dipolar cycloaddition of 2-arylidene-1-tetralones with DPNI

✍ Scribed by Muthian Shanmugasundaram; Srinivasarao Arulananda Babu; Raghavachary Raghunathan; Ezekiel J. Padma Malar

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
156 KB
Volume
10
Category
Article
ISSN
1042-7163

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✦ Synopsis

Synthesis of a series of novel 1,3-diphenyl-4-arylspiropyrazolines[5.2 1 ]-1 1 -tetralones has been accomplished in good yield by regioselective 1,3dipolar cycloaddition of diphenylnitrilimine with (E)-2-arylidene-1-tetralones. X-ray crystal structure analysis of one of the products 4b confirms the structure and the regiochemistry of cycloaddition.

πŸ“œ SIMILAR VOLUMES

Regioselective 1,3-Dipolar Cycloaddition
Regioselective 1,3-Dipolar Cycloadditions of (1Z)-1-(Arylmethylidene)-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide Azomethine Imines to Acetylenic Dipolarophiles
✍ Cvetka Turk; Jurij Svete; Branko Stanovnik; Ljubo Golič; Simona Golič-Grdadolnik πŸ“‚ Article πŸ“… 2001 πŸ› John Wiley and Sons 🌐 German βš– 137 KB

The 5,5-dimethylpyrazolidin-3-one (4), prepared from ethyl 3-methylbut-2-enoate (3) and hydrazine hydrate, was treated with various substituted benzaldehydes 5a Β± i to give the corresponding (1Z)-1-(arylmethylidene)-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide azomethine imines 6a Β± i. The 1,3-dipolar