Tetrahedron p. 2843 - 2854 (1981)
Update date:2022-08-03
Topics:
Stella, L.
Raynier, B.
Surzur, J. M.
The synthesis of a series of 3-aryl 5-hexenyl amines and the cyclisations of the corresponding N-chloroamines are described.When the ring closure results from the amino radical addition to the ethylenic double bond, 2-chloromethyl 4-phenyl piperidines are obtained.These compounds lead by intramolecular Friedel-Crafts reaction to varied substituted 6,7-benzomorphanes.When the phenyl ring is substituted with a methoxyl group, the cyclisation proceeds via homolytic aromatic substitution and 4-allyl tetrahydroquinolines are formed.
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Doi:10.1039/c39930000923
(1993)Doi:10.1021/ja045284s
(2004)Doi:10.1248/cpb.29.3099
(1981)Doi:10.1021/jo00346a051
(1982)Doi:10.1016/S0040-4039(02)01133-4
(2002)Doi:10.1055/s-1982-29775
(1982)