Sugasawa Reaction

T. Sugasawa et al., J. Am. Chem. Soc. 100, 4842 (1978); M. Adachi et al., Chem. Pharm. Bull. 33, 1826 (1985).

Ortho acylation of anilines by nitriles in the presence of BCl3 and an auxillary Lewis acid:



Mechanistic study: A. W. Douglas et al., Tetrahedron Letters 35, 6807 (1994). Synthetic application: J. N. Houpis et al., ibid. 6811.