Ketene dithioacetals in the aza-Diels-Alder reaction with N-arylimines:: A versatile approach to tetrahydroquinolines, 2,3-dihydro-4-quinolones, and 4-quinolones

被引：72

作者：

Cheng, D ^{[1
]}

Zhou, JL ^{[1
]}

Saiah, E ^{[1
]}

Beaton, G ^{[1
]}

机构：

[1] Deltagen Res Labs, San Diego, CA USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 25期

关键词：

D O I：

10.1021/ol020179d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The first successful use of ketene dithioacetals as dienophiles in the aza-Diels-Alder reaction with N-arylimines is described. Among the ketene dithioacetals tested, 1,4-benzodithlafulvenes are most effective in assembling the tetrahydroquinoline core. Subsequent chemical manipulations provide a concise and divergent approach to the synthesis of 2,3-tetrahydroquinolines, 2,3-dihydro-4-quinolones, and 4-quinolones.

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页码：4411 / 4414

页数：4

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