AROMATIC CYCLIZATIONS OF BETA-AMINOETHYL RADICALS AND ALPHA-CARBAMOYLMETHYL RADICALS - ORTHO-SUBSTITUTION VS IPSO-SUBSTITUTION

被引:35
作者
ISHIBASHI, H
NAKAMURA, N
ITO, K
KITAYAMA, S
IKEDA, M
机构
[1] Kyoto Pharmaceutical University, Kyoto, 607, Misasagi, Yamashina
关键词
D O I
10.3987/COM-90-5559
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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). © 1990.
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页码:1781 / 1784
页数:4
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