2-Aryl and 2-heteroaryl indoles from 1-alkynes and o-iodotrifluoroacetanilide through a domino copper-catalyzed coupling-cyclization process
S Cacchi, G Fabrizi, LM Parisi
Index: Cacchi, Sandro; Fabrizi, Giancarlo; Parisi, Luca M. Organic Letters, 2003 , vol. 5, # 21 p. 3843 - 3846
Full Text: HTML
Citation Number: 190
Abstract
A general method for the synthesis of 2-aryl and 2-heteroaryl indoles from aryl iodides and 1- alkynes through a domino copper-catalyzed process is reported. The best results have been obtained with [Cu (phen)(PPh3) 2] NO3 in the presence of K3PO4 in toluene or dioxane at 110° C. 2-Aryl and 2-heteroaryl indoles can also be isolated in good yields by using catalysts derived from CuI and PPh3 in dioxane at 110° C.
Related Articles:
[Carpita, Adriano; Ribecai, Arianna; Stabile, Paolo Tetrahedron, 2010 , vol. 66, # 35 p. 7169 - 7178]
[Thummel, Randolph P.; Hedge Vidyadhar Journal of Organic Chemistry, 1989 , vol. 54, # 7 p. 1720 - 1725]
[Crotti, Corrado; Cenini, Sergio; Rindone, Bruno; Tollari, Stefano; Demartin, Francesco Journal of the Chemical Society, Chemical Communications, 1986 , # 10 p. 784 - 786]
[Bourderioux, Aurelie; Kassis, Pamela; Merour, Jean-Yves; Routier, Sylvain Tetrahedron, 2008 , vol. 64, # 49 p. 11012 - 11019]
[Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 6 p. 1427 - 1431]