PHOSPHORUS MEDIATED CYCLIZATION OF A BETA-ARYLAMINOACRYLAMIDE TO A QUINOLINE - A SIMPLE SYNTHESIS OF SK-AND-F-96067

被引:11
作者
ANDREWS, IP [1 ]
BANNISTER, R [1 ]
ETRIDGE, SK [1 ]
LEWIS, NJ [1 ]
MULLANE, MV [1 ]
WELLS, AS [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,TONBRIDGE TN11 9AN,KENT,ENGLAND
关键词
D O I
10.1016/0040-4039(95)01578-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reversible (H+/K+)ATPase inhibitor SK&F 96067 1 was prepared in two steps from Meldrum's Acid by cyclisation of the acrylamide 4 with Ph(3)P/C2Cl6/Et(3)N. Evidence for the formation of imidoylketene imine 3 was obtained by trapping with phenyl isocyanate. Thermal degradation of an amidine such as 12 also gave SK&F 96067 1.
引用
收藏
页码:7743 / 7746
页数:4
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