
Heterocycles p. 1781 - 1784 (1990)
Update date:2022-08-02
Topics:
Ishibashi, Hiroyuki
Nakamura, Nobuyuki
Ito, Katsuhiro
Kitayama, Shinji
Ikeda, Masazumi
On being treated with Bu3SnH, the N-benzyl-N-(β-bromoethyl)sulfonamide (4) underwent a homolytic ortho-substitution reaction to give the tetrahydroisoquinoline (6).In contrast, the N-arylmethyl-α-chloroacetamides (10) afforded the ipso-substitution products (11).A similar treatment of the N-naphthylmethyl derivative (16) provided the spiro-γ-lactam (17).
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Doi:10.1039/j39690001518
(1969)Doi:10.1021/ja206538k
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(1992)Doi:10.1039/c1ob05481c
(2011)Doi:10.1016/j.tet.2011.06.017
(2011)