Nucleophilic addition of 2-indolylacyl anion equivalents to N-alkylpyridinium salts

ML Bennasar, E Zulaica, J Bosch

Index: Bennasar, M.-Lluisa; Zulaica, Ester; Bosch, Joan Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2835 - 2841

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Citation Number: 7

Abstract

The reactions of the anions derived from dithioacetals 1-3 and a-amino nitriles 4 toward pyridinium salts 5 are studied. Depending on the nucleophile used, 2-(dihydropyridylmethyl) indoles 6 and 7, which can be cyclized to tetracyclic methanoazocinindole systems 10 and 11, respectively, or 2-substituted 3-(dihydropyridy1) indoles 8 and 9 are formed.