A. Cipiciani, S. Clementi, P. Linda
1976
Citations
0
Influential Citations
14
Citations
Journal
Tetrahedron
Abstract
Abstract Whereas trifluoroacetylation of pyrrole in 1,2-dichloroethane gives exclusively C-substitution and carbazole gives exclusively N-substitution, trifluroacetylation of indole gives a mixture of N- and C-derivatives. This behaviour is discussed in terms of different loss of resonance energy in the transition state leading to N-substitution. Formation of N-trifluoroacetyl-2-(2-indolyl)indoline in trifluoroacetylation of indole is also discussed.