Phosphines catalyzed nucleophilic addition of azoles to allenes: synthesis of allylazoles and indolizines
Phosphines catalyzed nucleophilic addition of azoles to allenes: synthesis of allylazoles and indolizines
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DOI：
10.1016/j.tet.2006.01.055
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发表时间：
2006-04-10
期刊：
影响因子：
2.1
通讯作者：
Cristau, HJ
中科院分区：
文献类型：
--
作者：
Virieux, D;Guillouzic, AF;Cristau, HJ
以三苯基膦为亲核催化剂，研究了偶氮化合物与缺电子联烯的Upolung加成反应。该策略提供了一种在中性条件下进行功能烯丙化反应的简单有效的方法，并得到了杂环取代的Michael烯烃。此外，这种催化方法已扩展到在催化量的三丁基膦存在下，缺电子的烯或炔与吡咯-2-甲醛的加成环化反应。在这种条件下，很容易得到取代的中烷基7-羧酸酯。(C)2006爱思唯尔有限公司。保留所有权利。
Triphenylphosphine was used as nucleophilic catalyst for umpolung addition of azoles to electron-deficient allenes. This strategy offers a simple and efficient method for functional allylation of azoles under neutral conditions and affords heterocyclic substituted Michael olefins. Furthermore, this catalytic methodology has been extended to addition-cyclization reactions between electron-deficient allenes or alkynes and pyrrole-2-carboxaldehyde in the presence of catalytic amount of tributylphosphine. In such conditions, substituted indolizine7-carboxylates are easily obtained. (c) 2006 Elsevier Ltd. All rights reserved.