Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene-ene metathesis and ene-enol ether metathesis

被引:111
作者
Arisawa, M [1 ]
Theeraladanon, C [1 ]
Nishida, A [1 ]
Nakagawa, M [1 ]
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan
关键词
1,2-dihydroquinoline; quinoline; quinoline alkaloid; ring-closing metathesis; ene-ene metathesis; enol silyl ether-ene metathesis; ene-enol ether metathesis;
D O I
10.1016/S0040-4039(01)01714-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe a novel and convenient method for quinoline synthesis using ring-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether metathesis. We also report the first example of enol silyl ether-ene metathesis to produce cyclic enol silyl ether. Using this method, versatile substituted quinoline derivatives were readily prepared in excellent yield from anthranilic acid derivatives. C 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8029 / 8033
页数:5
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