55138-41-5Relevant academic research and scientific papers
Porous calcium hydroxyapatite as an efficient catalyst for synthesis of pyrazolines via 1,3-dipolar cycoloaddition under solvent-free microwave irradiation
Atir,Mallouk,Bougrin,Soufiaoui,Laghzizil
, p. 111 - 120 (2007/10/03)
Adsorbed on porous calcium hydroxyapatite, 1,3-dipolar cycloaddition of diphenylnitrilimine on olefins is readily catalyzed under solvent-free microwaves irradiation. The pyrazolines are obtained in few minutes with high yields. Specific surface of porous
The Regioselectivity in the Formation of Pyrazolines and Pyrazoles from Nitrile Imines
Hassaneen, Hamdi M.,Hilal, Rifaat H.,Elwan, Nehal M.,Harhash, Abdelhamid,Shawali, Ahmad S.
, p. 1013 - 1016 (2007/10/02)
The 1,3-cycloaddition of the nitrile imines 2a-e to the carbon-carbon double bond in benzalacetophenone leads to the formation of 4-phenyl-5-benzoylpyrazolines 3a-e which were converted into 4-phenyl-5-benzoylpyrazoles 5a-e upon treatment with chloranil in xylene.However, the cycloaddition of 2a-e to the carbon-carbon double bond in the enol tautomer of dibenzoylmethane gives the regioisomers 5-phenyl-5-hydroxy-4-benzoylpyrazolines which loose elements of water to yield 4-benzoyl-5-phenylpyrazoles 6a-e.The orientation in these reactions are interpretted in terms of the Frontier Molecular Orbital theory.The structures of the products 3,5 and 6 were substantiated by their chemical reactions and alternate synthesis whereever possible.
