2017Arabian Journal of ChemistryOpen access

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

Haider Behbehani, Kamal M. Dawood, Hamada Mohamed Ibrahim, Noha Mostafa

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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 modes. The regio- and stereoselectivity of the cycloadducts are confirmed by spectral and X-ray crystallographic analysis.

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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.

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Available 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.

Key concepts: Pyrazoline, Chemistry, Stereoselectivity, Cycloaddition, 1,3-Dipolar cycloaddition, Sonication, Stereochemistry, Medicinal chemistry

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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 — Research Paper | ScholarLens