title: Nucleophilic ring-opening reactions of trans-2-aroyl-3-aryl-cyclopropane-1,1-dicarboxylates with hydrazines.
abstract: trans-2-Aroyl-3-aryl-cyclopropane-1,1-dicarboxylates when treated with arylhydrazines in refluxing EtOH gave dihydropyrazoles, whereas with hydrazines in refluxing AcOH, they formed cyclopropane-fused pyridazinones. Although in both cases the corresponding hydrazones are formed initially, the former case involves a subsequent 5-exo-tet nucleophilic ring-opening, and the later, a 6-exo-trig nucleophilic attack by the other hydrazone nitrogen. The products are obtained in moderate to excellent yields with complete regio-and diastereoselectivity.
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli, 620 024, Tamilnadu, India. srinivasank@bdu.ac.in.
authors.forename: Gopal
authors.initials: G
authors.lastname: Sathishkannan
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli, 620 024, Tamilnadu, India. srinivasank@bdu.ac.in.
authors.forename: V John
authors.initials: VJ
authors.lastname: Tamilarasan
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli, 620 024, Tamilnadu, India. srinivasank@bdu.ac.in.
authors.forename: Kannupal
authors.identifier: http://orcid.org/0000-0001-5044-4716
authors.initials: K
authors.lastname: Srinivasan