Chlorination of 2-methyl-and 2-phenylindole with sodium hypochlorite. Formation of intermediates and their reactions with alkaline methanol

M De Rosa, L Carbognani, A Febres

文献索引：Rosa, Michael De; Carbognani, Lante; Febres, Ayheza Journal of Organic Chemistry, 1981 , vol. 46, # 10 p. 2054 - 2059

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被引用次数: 23

摘要

Chloro-2-methylindole (2) was detected when the chlorination was carried out with an indole to NaOCl ratio of 10: l. Sodium hypochlorite was found to promote the rearrangement of N- chloroindoles 2 and 4. The chlorination of 2-phenylindole (6) gave a mixture of N, 3-dichloro- 2-phenylindole (8) and 3, 3-dichloro-2-phenyl-3H-indole (9) in a total yield of 8142%. The rearrangement of 8 to 9 was detected by IR and UV. This occurred in the presence or ...