Copper-or phosphine-catalyzed reaction of alkynes with isocyanides. Regioselective synthesis of substituted pyrroles controlled by the catalyst

…, C Kanazawa, Y Yamamoto

文献索引：Kamijo, Shin; Kanazawa, Chikashi; Yamamoto, Yoshinori Journal of the American Chemical Society, 2005 , vol. 127, # 25 p. 9260 - 9266

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被引用次数: 211

摘要

The copper-catalyzed reaction of isocyanides (CNCH2EWG1) 1 with electron-deficient alkynes (RC≍ CEWG2) 2 gave the 2, 4-di-EWG-substituted pyrroles 3 selectively, whereas the phosphine-catalyzed reaction of 1 with 2 afforded the 2, 3-di-EWG-subsituted pyrroles 4. Accordingly, regioselective synthesis of substituted pyrroles has been achieved by merely choosing the catalyst.