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Gold-catalyzed intramolecular hydroamination of terminal alkynes in aqueous media: efficient and regioselective synthesis of indole-1-carboxamides†
Deju Ye,Jinfang Wang,Yu Zhou,Xiao Ding,Enguang Feng,Haifeng Sun,Guannan Liu,Hualiang Jiang,Hong Liu
Green Chemistry Pub Date : 05/28/2009 00:00:00 , DOI:10.1039/B904044G
Abstract

Using [Au(PPh3)]Cl/Ag2CO3-catalyzed 5-endo-digcyclization in water under microwave irradiation, we developed a fast and green route to prepare indole-1-carboxamides from N′-substituted N-(2-alkynylphenyl)ureas. The described method is tolerant to a variety of functional groups, including N′-aryl, alkyl, heterocyclic, various N-(substituted-2-ethynylphenyl) and N-(2-ethynylpyridin-3-yl)ureas and affords moderate to high yields of the desired products.

Graphical abstract: Gold-catalyzed intramolecular hydroamination of terminal alkynes in aqueous media: efficient and regioselective synthesis of indole-1-carboxamides
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