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1. 1,3-Dipolar Cycloaddition of Nitrile Imines with Functionalized Acetylenes: Regiocontrolled Sc(OTf)3-Catalyzed Synthesis of 4- and 5-Substituted Pyrazoles

Author

E. Locatelli, Mauro Comes Franchini, Denis Gentili, Alfredo Ricci, Bianca F. Bonini, B. F. Bonini, M. Comes Franchini, D. Gentili, E. Locatelli, and A. Ricci

Subjects
Nitrile, Organic Chemistry, chemistry.chemical_element, Regioselectivity, Pyrazole, Medicinal chemistry, Cycloaddition, Catalysis, CICLOADDIZIONE, chemistry.chemical_compound, chemistry, 1,3-Dipolar cycloaddition, Organic chemistry, Scandium, Trifluoromethanesulfonate
Abstract

1,3-Dipolar cycloaddition of C-aryl-N-aryl- and C-carboxymethyl-N-aryl-nitrile imines with functionalized acetylenes have been studied. Regioisomeric mixtures have been obtained with the 5-substituted pyrazole as the major cycloadduct. Under scandium triflate catalysis a reversal in the regiochemistry was observed, especially in the case of C-carboxymethyl-N-aryl-nitrile imines.

Published
2009
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