FLUORINE AS AN ORTHODIRECTING GROUP IN AROMATIC METALATION - A 2-STEP PREPARATION OF SUBSTITUTED BENZO[B]THIOPHENE-2-CARBOXYLATES

被引：61

作者：

BRIDGES, AJ ^{[1
]}

LEE, A ^{[1
]}

MADUAKOR, EC ^{[1
]}

SCHWARTZ, CE ^{[1
]}

机构：

[1] EISAI RES INST,ANDOVER,MA 01810

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(00)60806-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

A simple 2-step synthesis of B-ring substituted benzo[b]thiophene-2-carboxylates from aryl fluorides has been developed. The route involves a selective lithiation ortho to fluorine, followed by formylation, and subsequently, displacement of fluorine with thioglycollate and base-induced ring closure in a single operation.

引用

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页码：7499 / 7502

页数：4

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