Catalyst-controlled regioselective Suzuki couplings at both positions of dihaloimidazoles, dihalooxazoles, and dihalothiazoles
NA Strotman, HR Chobanian, J He, Y Guo…
Index: Strotman, Neil A.; Chobanian, Harry R.; He, Jiafang; Guo, Yan; Dormer, Peter G.; Jones, Christina M.; Steves, Janelle E. Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1733 - 1739
Full Text: HTML
Citation Number: 36
Abstract
Various dihaloazoles can be monoarylated at a single C− X bond with high selectivity via Suzuki coupling. By changing the palladium catalyst employed, the selectivity can be switched for some dihaloazoles, allowing for Suzuki coupling at the other, traditionally less reactive C− X bond. These conditions are applicable to coupling of a wide variety of aryl-, heteroaryl-, cyclopropyl-, and vinylboronic acids with high selectivities and enable the ...
Related Articles:
Environmental-benign oxidation of 2-oxazolines to oxazoles by dioxygen as the sole oxidant
[Huang, Yue; Ni, Lijun; Gan, Haifeng; He, Yu; Xu, Jinyi; Wu, Xiaoming; Yao, Hequan Tetrahedron, 2011 , vol. 67, # 11 p. 2066 - 2071]
[Luo, Yingdong; Ji, Kegong; Zhang, Liming; Li, Yuxue Journal of the American Chemical Society, 2012 , vol. 134, # 42 p. 17412 - 17415,4]
[Schuh, Kerstin; Glorius, Frank Synthesis, 2007 , # 15 p. 2297 - 2306]
A novel improved procedure for the synthesis of oxazoles
[Huang, Wei; Pei, Jian; Chen, Bingzi; Pei, Weiwei; Ye, Xiulin Tetrahedron, 1996 , vol. 52, # 30 p. 10131 - 10136]
[Schuh, Kerstin; Glorius, Frank Synthesis, 2007 , # 15 p. 2297 - 2306]