One-Pot, Three-Component Approach to the Synthesis of 3,4,5-Trisubstituted Pyrazoles
Ahmed Kamal*, K. N. Visweswara Sastry, D. Chandrasekhar, Geeta Sai Mani, Praveen Reddy Adiyala, Jagadeesh Babu Nanubolu, Kiran Kumar Singarapu and Ram Awatar Maurya*
*CSIR-Indian Institute of Chemical Technology, Hyderabad
500007, India, Email: ramaurya
iict.res.in, ahmedkamaliict.res.in
A. Kamal, K. N. V. Sastry, D. Chandrasekhar, G. S. Mani, P. R. Adiyala, J. B. Nanubolu, K. J. Singarapu, R. A. Maurya, J. Org. Chem., 2015, 80, 4325-4335.
DOI: 10.1021/jo502946g
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Abstract
A one-pot, three-component coupling of aldehydes, 1,3-dicarbonyls, and diazo compounds as well as tosyl hydrazones enables an operationally simple and high yielding synthesis of polyfunctional pyrazoles. The reaction proceeds through a tandem Knoevenagel condensation, 1,3-dipolar cycloaddition, and transition metal-free oxidative aromatization reaction sequence utilizing molecular oxygen as a green oxidant.
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Key Words
ID: J42-Y2015
