Solvent and ligand effects on selective mono- and dilithiation of 1-(chlorophenyl)pyrroles and 1-(methoxyphenyl)pyrroles

被引:25
作者
Fogassy, K
Kovács, K
Keseru, GM
Toke, L
Faigl, F [1 ]
机构
[1] Budapest Univ Technol & Econ, Dept Organ Chem Technol, H-1521 Budapest, Hungary
[2] Budapest Univ Technol & Econ, Dept Chem Informat Technol, H-1521 Budapest, Hungary
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 09期
关键词
D O I
10.1039/b100008j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel methods for site-selective lithiation of 1-(chlorophenyl)pyrroles and 1-(methoxyphenyl)pyrroles are described. Mono- or dilithiations are governed by change of both the temperature and the solvent from tetrahydrofuran to diethyl ether. Regioselectivities could be influenced by the quality of the metallating agent. Thus, 1-(4-chlorophenyl)pyrrole was dilithiated with activated butyllithium at 0 degreesC to afford a valuable intermediate in a pyrrolobenzoxazepine synthesis.
引用
收藏
页码:1039 / 1043
页数:5
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