Highly regioselective 1,2-addition of alkoxybenzyl Grignard reagents to α-oxoketene dithioacetals:: A facile regiocontrolled synthesis of alkoxynaphthalenes and their condensed analogs via aromatic annelation

被引：11

作者：

Mehta, BK

Nandi, S

Ila, H ^{[1
]}

Junjappa, H

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

[2] NE Hill Univ, Dept Chem, Shillong 793003, Meghalaya, India

来源：

TETRAHEDRON | 1999年 / 55卷 / 44期

关键词：

ketene dithioacetals; Grignard reagents; aromatic annelation; alkoxynaphthalenes;

D O I：

10.1016/S0040-4020(99)00757-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Methoxybenzyl- (A), 3,4-dimethoxybenzyl- (B) and 3,4-methylenedioxybenzyl- (C) Grignard reagents are shown to undergo regioselective 1,2-addition with various acyclic and cyclic alpha-oxoketene dithioacetals to afford carbinol dithioacetals which on BF3.Et2O catalyzed cyclization yield alkoxynaphthalenes and their condensed derivatives in a highly regiocontrolled manner. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：12843 / 12852

页数：10

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