Indoles can be converted into their related imine derivatives by Imidoyl chloride reagents (derived from phosphoryl chloride and secondary amides), in a reaction superior to the combination of Indole carbonyl compounds and primary amines; however, use of N,N′-diacetyl-o-phenylenediamine leads to the effective formation of enamines.
D. St. C. Black, M. C. Bowyer, A. Choy, D. C. Craig and N. Kumar, J. Chem. Soc., Perkin Trans. 1, 1989, 200 DOI: 10.1039/P19890000200
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