Synthetic use of 1, 1, 2, 2-tetraphenyldisilane for the preparation of biaryls through the intramolecular free radical ipso-substitution of N-(2-bromoaryl) …
A Ryokawa, H Togo
Index: Ryokawa, Atsushi; Togo, Hideo Tetrahedron, 2001 , vol. 57, # 28 p. 5915 - 5921
Full Text: HTML
Citation Number: 35
Abstract
Treatment of various N-methyl-N-(2-bromoaryl) arenesulfonamides (1a–g, 1i, and 1m) with 1, 1, 2, 2-tetraphenyldisilane and AIBN under heating conditions gave the corresponding biaryl products (2a–g, 2i, and 2m) in moderate yields through the intramolecular radical ipso- substitution. However, N–H free N-(2-bromoaryl) arenesulfonamides 1h and 2-bromoaryl arenesulfonate 1j did not give the corresponding biarys. 1, 1, 2, 2-Tetraphenyldisilane is ...
Related Articles:
[Ohsawa, Kosuke; Yoshida, Masahito; Doi, Takayuki Journal of Organic Chemistry, 2013 , vol. 78, # 7 p. 3438 - 3444]
Alkoxylation reactions of aryl halides catalyzed by magnetic copper ferrite
[Yang, Shuliang; Xie, Wenbing; Zhou, Hua; Wu, Cunqi; Yang, Yanqin; Niu, Jiajia; Yang, Wei; Xu, Jingwei Tetrahedron, 2013 , vol. 69, # 16 p. 3415 - 3418]
Application of microwave irradiation to phase-transfer catalyzed reactions
[Bratulescu, George; Bigot, Yves L.E.; Delmas, Michel; Pogany, Iuliu Revue Roumaine de Chimie, 1998 , vol. 43, # 4 p. 321 - 326]
Benzyl protection of phenols under neutral conditions: palladium-catalyzed benzylations of phenols
[Kuwano, Ryoichi; Kusano, Hiroki Organic Letters, 2008 , vol. 10, # 10 p. 1979 - 1982]
Copper (I)-Catalyzed Aryl Bromides To Form Intermolecular and Intramolecular Carbon− Oxygen Bonds
[Niu, Jiajia; Guo, Pengran; Kang, Juntao; Li, Zhigang; Xu, Jingwei; Hu, Shaojing Journal of Organic Chemistry, 2009 , vol. 74, # 14 p. 5075 - 5078]