Cyclofunctionalization of olefinic urethanes using benzeneselenenyl chloride in the presence of silica gel: a general route to nitrogen heterocycles

DLJ Clive, V Farina, A Singh, CK Wong…

Index: Clive, D. L. J.; Farina, Vittorio; Singh, Alok; Wong, Chi Kwong; Kiel, William, A.; Menchen, Steven M. Journal of Organic Chemistry, 1980 , vol. 45, # 11 p. 2120 - 2126

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Citation Number: 101

Abstract

(5) is a palladium-based methodology, which provides a good route to indoles*(eq 5). Before our own workg no amines, properly constituted for cyclofunctionalization, had been treated with arylselenenyl halides. l0 Simple anilines undergo electrophilic para substitution with such reagents, or the isolated products are those resulting from attack on nitrogen.” In the case of aliphatic amines, the few examples that had been examined'lJ2 all reacted on ...