4.7 Article

Organocatalyzed Formal [4+2] Cycloaddition of in situ Generated Azoalkenes with Arylacetic Acids: An Efficient Approach to the Synthesis of 4,5-Dihydropyridazin-3(2H)-ones

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 16-17, Pages 3479-3484

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500645

Keywords

1,2-diaza-1,3-dienes; 4,5-dihydropyridazin-3(2H)-ones; isothiourea catalysis

Funding

  1. National Natural Science Foundation of China [NSFC21272276, NSFC21502232]
  2. Natural Science Foundation of Jiangsu Province [BK20140655]
  3. Foundation of State Key Laboratory of Natural Medicines [ZZJQ201306]

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An unprecedented [4+2] cycloaddition of in situ generated azoalkenes with arylacetic acids has been developed under the catalysis of isothiourea. The reaction provided an efficient approach to the synthesis of 4,5-dihydropyridazin-3(2H)-one derivatives in moderate to good yields (up to 95%).

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