Novel 17α-ethynylestradiol derivatives:: Sonogashira couplings using unprotected phenylhydrazines

被引：18

作者：

Arterburn, JB ^{[1
]}

Rao, KV ^{[1
]}

Perry, MC ^{[1
]}

机构：

[1] New Mexico State Univ, Dept Chem & Biochem MSC 3C, Las Cruces, NM 88003 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 06期

关键词：

amine; hydrazine; palladium; steroid;

D O I：

10.1016/S0040-4039(99)02205-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Pd/Cu catalyzed coupling of 17 alpha-ethynylestradiol with halogenated amino-substrates was investigated. Iodophenylhydrazine and its protected derivatives reacted with 17 alpha-ethynylestradiol to give 4-hydrazinophenyl derivatives without any degradation of the hydrazine group. Unprotected 3-, and 3-iodoaniline reacted similarly to produce the aminophenyl-derivatives. Protection of the amino group of halogenated benzylamines was required for alkyne coupling reactions, in order to avoid competing ortho-palladation of the benzylamine substrates. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：839 / 842

页数：4

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