Intramolecular hydroarylation of alkynes catalyzed by platinum or gold: Mechanism and endo selectivity
C Nevado, AM Echavarren
Index: Nevado, Cristina; Echavarren, Antonio M. Chemistry - A European Journal, 2005 , vol. 11, # 10 p. 3155 - 3164
Full Text: HTML
Citation Number: 238
Abstract
Abstract The cyclization of differently substituted aryl alkynes with Pt II or Au I catalysts proceeds by endo-dig pathways. When Ag I was used to generate reactive cationic Au I catalysts, 2H-chromenes dimerize to form cyclobutane derivatives by a Ag I-catalyzed process. A DFT study on the cyclization mechanism shows a kinetic and thermodynamic preference for 6-endo-dig versus 5-exo-dig cyclizations in Pt II-catalyzed processes. ...
Related Articles:
[Yan, Chang-Song; Peng, Yu; Xu, Xiao-Bo; Wang, Ya-Wen Chemistry - A European Journal, 2012 , vol. 18, # 19 p. 6039 - 6048]
Hydroxyl-directed regioselective monodemethylation of polymethoxyarenes
[Lal, Kasturi; Ghosh, Subrata; Salomon, Robert G. Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 1072 - 1078]
A novel and direct synthesis of chroman derivatives using a hypervalent iodine (III) reagent
[Hamamoto, Hiromi; Hata, Kayoko; Nambu, Hisanori; Shiozaki, Yukiko; Tohma, Hirofumi; Kita, Yasuyuki Tetrahedron Letters, 2004 , vol. 45, # 11 p. 2293 - 2295]
Synthesis and hypotensive activity of benzopyran derivatives.
[Shiratsuchi; Kawamura; Akashi; Fujii; Ishihama; Uchida Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 2 p. 632 - 641]
Facile ring-closure cyclization of arenes by nucleophilic C-alkylation reaction in ionic liquid
[Hong, Dong Jin; Kim, Dong Wook; Chi, Dae Yoon Tetrahedron Letters, 2010 , vol. 51, # 1 p. 54 - 56]