SYNTHESIS OF QUINOLINES VIA ORTHO-LITHIATED N-ACYLANILINES - A MODIFIED FRIEDLANDER SYNTHESIS

被引:48
作者
CHO, IS [1 ]
GONG, LY [1 ]
MUCHOWSKI, JM [1 ]
机构
[1] SYNTEX INC,INST ORGAN CHEM,3401 HILLVIEW AVE,PALO ALTO,CA 94304
关键词
D O I
10.1021/jo00026a019
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new variation of the Friedlander quinoline synthesis was devised based on the sequential reaction of ortho-lithiated N-t-Boc-anilines or N-pivaloylanilines with masked malondialdehyde derivatives [e.g., vinamidinium salts 1a and 1b, 3-(dimethylamino)acrolein (2), and 3-ethoxymethacrolein (3)] and subsequent acid-induced cyclization.
引用
收藏
页码:7288 / 7291
页数:4
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