4.6 Article

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

Journal

ARABIAN JOURNAL OF CHEMISTRY
Volume 11, Issue 7, Pages 1053-1060

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.arabjc.2017.05.016

Keywords

Bis-hydrazonoyl chlorides; Spiro-pyrazolines; Ultrasonic irradiation; 1,3-Dipolar cycloaddition

Funding

  1. University of Kuwait [SC06/15]
  2. [GS01/01]
  3. [GS01/05]
  4. [GS01/03]
  5. [GS03/08]

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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. (C) 2017 The Authors.

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