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Tetrahedron 2015 (71) 2071-2078

M.M. Efremova, A.P. Molchanov, A.V. Stepakov, R.R. Kostikov, V.S. Shcherbakova, A.V. Ivanov

“A highly efficient [3+2] cycloaddition of nitrile oxides and azomethine imines to N-vinylpyrroles”

Tetrahedron, 2015, 71, 2071-2078

DOI:10.1016/j.tet.2015.02.058

2015 03 19

1,3-Dipolar cycloaddition of various nitrile oxides to substituted N-vinylpyrroles proceed with high efficiency and selectivity with the formation of single isomer of 5-pyrrolyl-substituted isoxazoline. The reaction of N-vinylpyrroles with cyclic azomethine imines occurs regioselectively affording 7-(pyrrol-1-yl)- substituted pyrazolo[1,2-a]pyrazolones as a mixture of two diastereomers.

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