SYNTHESIS OF 3,4-DIHYDROISOQUINOLINES BY CYCLIZATION OF 1-BROMO-2-(2-ISOCYANOALKYL)BENZENES WITH BUTYLLITHIUM

被引：3

作者：

Kobayashi, Kazuhiro ^{[1
]}

Matsumoto, Naoki ^{[1
]}

Matsumoto, Kota ^{[1
]}

机构：

[1] Tottori Univ, Dept Chem & Biotechnol, Div Appl Chem, Grad Sch Engn, Tottori 6808552, Japan

来源：

HETEROCYCLES | 2013年 / 87卷 / 02期

关键词：

3,4-Dihydroisoquinoline; Isocyanide; Aryllithium; Bromine-Lithium Exchange; Imidoyllithium; ASYMMETRIC-SYNTHESIS; ISOQUINOLINE; INHIBITORS; ALCOHOLS; ACID;

D O I：

10.3987/COM-12-12620

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and convenient method for the preparation of 3,3-disubstituted 3,4-dihydroisoquinolines has been developed. Thus, the reaction of 1-bromo-2-(bromomethyl)benzenes with (1-isocyano-1-lithioalkyl)benzenes, generated by the treatment of (1-isocyanoalkyl)benzenes with butyllithium, in THF at -78 degrees C gave the corresponding 1-(2-aryl-2-isocyanoalkyl)-2-bromobenzenes, which in turn were transformed into the desired products on treatment with butyllithium in THF at -78 degrees C.

引用

页码：389 / 397

页数：9

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