Lewis acid-directed reactions of benzoquinone mono-/bis-imines: Application to syntheses of substituted beta- and gamma-tetrahydrocarbolines

被引：17

作者：

Engler, TA

Wanner, J

机构：

[1] Department of Chemistry, University of Kansas, Lawrence

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 35期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(97)01391-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ti(IV)-promoted reactions of N-phenylsulfonyl-3- and 4-piperidone enol ethers with 2-alkoxy-4-(N-phenylsulfonyl)imino-1,4-benzoquinone afford 8-alkoxy-7-hydroxy-tetrahydrocarbolines. However, reactions promoted by BF3 produce substituted benzofurans. Ti(IV)- or BF3-promoted reactions of 2-alkoxy-1-(N-benzoyl)-4-(N-phenylsulfonyl)-1,4-benzoquinone bisimines also afford substituted tetrahydrocarboline derivatives. (C) 1997 Elsevier Science Ltd.

引用

页码：6135 / 6138

页数：4

共 56 条

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