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Regio- and stereoselective route to bis-[3-methyl-1,1′,4′-triaryl-5-oxo-spiro-pyrazoline-4,5′-pyrazoline] derivatives via 1,3-dipolar cycloaddition under sonication

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Abstract Bis-[3-methyl-1,1′,4′-triaryl-5-oxo-spiro-pyrazoline-4,5′-pyrazoline] derivatives are synthesized regio- and stereoselectively via 1,3-dipolar cycloaddition of the bis-hydrazonoyl chlorides with 4-arylidenepyrazol-5-one derivatives. The cycloaddition route is optimized under both ultrasonic irradiation and conventional heating… Click to show full abstract

Abstract Bis-[3-methyl-1,1′,4′-triaryl-5-oxo-spiro-pyrazoline-4,5′-pyrazoline] derivatives are synthesized regio- and stereoselectively via 1,3-dipolar cycloaddition of the bis-hydrazonoyl chlorides with 4-arylidenepyrazol-5-one derivatives. The cycloaddition route is optimized under both ultrasonic irradiation and conventional heating modes. The regio- and stereoselectivity of the cycloadducts are confirmed by spectral and X-ray crystallographic analysis.

Keywords: bis methyl; pyrazoline; methyl triaryl; bis; triaryl oxo; oxo spiro

Journal Title: Arabian Journal of Chemistry
Year Published: 2018

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