Copper-promoted carbon-nitrogen bond formation with 2-iodo-selenophene and amides

被引:43
作者
Barros, OSD
Nogueira, CW
Stangherlin, EC
Menezes, PH
Zeni, G [1 ]
机构
[1] Univ Fed Santa Maria, Lab Sintese Reatividade Avaliacao Farmacol & Toxi, CCNE, BR-97105900 Santa Maria, RS, Brazil
[2] Univ Fed Pernambuco, Dept Quim Fundamental, BR-50670901 Recife, PE, Brazil
关键词
D O I
10.1021/jo052234c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] We present here carbon-nitrogen bond formation via a coupling reaction of 2-iodo-selenophene catalyzed by Cu(I) in the presence of a base and an inexpensive ligand, and establish the first route to obtaining 2-nitrogen-selenophene derivatives in good yields. We can anticipate that this reaction works well with oxazolidinones, lactams, and aliphatic and aromatic amides, as nitrogen sources, in the absence of any supplementary additives. In addition, the reaction proceeded cleanly under mild reaction conditions and was sensitive to the ratio of amide/2-iodo-selenophene, as well as the nature of the ligand, base, and solvent.
引用
收藏
页码:1552 / 1557
页数:6
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