Synthetic applications of 2-cyano-1, 2, 3, 6-tetrahydropyridines. Improved synthesis of the fundamental tetracyclic framework of dasycarpidone

M Feliz, J Bosch, D Mauleon, M Amat…

Index: Feliz, Miguel; Bosch, Joan; Mauleon, David; Amat, Mercedes; Domingo, Antonio Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2435 - 2440

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Citation Number: 39

Abstract

3b-d. Alternatively, 3c and 3d were prepared in excellent yield by condensation of 2- cyanotetrahydropyridines 2c and 2d with indole in acetic acid medium. Deethyldaeycarpidone was obtained from 3b in poor or moderate yields by three alternative procedures and from 3c in a three-step sequence. The preparation of deethyldasycarpidone from 2-cyanotetrahydropyridine 2c via the (tetrahydropyridy1) indole 3c constitutes an ...