Synthesis and intramolecular cyclization of novel β,β-bis-(benzo[b]thienyl)dehydroalanine derivatives

被引:27
作者
Abreu, AS [1 ]
Silva, NO [1 ]
Ferreira, PMT [1 ]
Queiroz, MJRP [1 ]
机构
[1] Univ Minho, Dept Quim, P-4710057 Braga, Portugal
关键词
beta; beta-dibromodehydroalanine; beta-bis-(benzo[b]thienyl)dehydroalanine; Suzuki cross coupling; pyrrole derivatives;
D O I
10.1016/S0040-4039(03)00564-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The methyl ester of tert-butyloxycarbonyl-beta,beta-dibromodehydroalanine was obtained in a one-pot procedure from bis-(N-tent-butyloxycarbonyl)dehydroalanine. The former was reacted with several boronic benzo[b]thiophene acids under Suzuki cross coupling conditions, to give new beta,beta-bis-(benzo[b]thienyl)dehydroalanines in high yields. These compounds were cyclized to pyrrole derivatives by treatment with Pd(OAc)(2) and Cu(OAc)(2) in DMF. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3377 / 3379
页数:3
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