KINETICALLY DEDUCED EXISTENCE OF -DOT-CENTER-DOT-CENTER-DOT-CENTER-DOT-CENTER-DOT-C CLOSE CONTACTS - PERICYCLIC REARRANGEMENT OF 1,2-DIACETYL-1,2-DIHYDRO-3H-INDAZOL-3-ONE
F. Dumitrascu et D. Raileanu, KINETICALLY DEDUCED EXISTENCE OF -DOT-CENTER-DOT-CENTER-DOT-CENTER-DOT-CENTER-DOT-C CLOSE CONTACTS - PERICYCLIC REARRANGEMENT OF 1,2-DIACETYL-1,2-DIHYDRO-3H-INDAZOL-3-ONE, Tetrahedron letters, 36(8), 1995, pp. 1295-1298
First-order kinetics of the title rearrangement to 3-acetoxy-1-acetyli
ndazole (2a), complete exchange of O-acyl groups in cross-experiments,
insensitivity to change in reaction medium, lack of electronic substi
tuent effects and activation parameters are considered as evidence in
favour of a pericyclic mechanism through C=(OC)-C-..... close contacts
.