Unexpected results from the re-investigation of the Beckmann rearrangement of ketoximes into amides by using TsCl
HJ Pi, JD Dong, N An, W Du, WP Deng
Index: Pi, Hong-Jun; Dong, Jin-Dong; An, Na; Du, Wenting; Deng, Wei-Ping Tetrahedron, 2009 , vol. 65, # 37 p. 7790 - 7793
Full Text: HTML
Citation Number: 31
Abstract
TsCl (p-toluenesulfonyl chloride), a commercially available organosulfonyl chloride, has been widely used as a stoichiometric dehydrogenation reagent in the transformation of ketoximes into corresponding amides via the Beckmann rearrangement. It has been now found to catalyze the Beckmann rearrangement with high catalytic efficiency, converting a wide range of ketoximes into their corresponding amides under mild condition with good ...
Related Articles:
[Shi, Feng; Li, Jian; Li, Chunju; Jia, Xueshun Tetrahedron Letters, 2010 , vol. 51, # 46 p. 6049 - 6051]
[Wu, Yunjun; Wang, Shaowu; Zhang, Lijun; Yang, Gaosheng; Zhu, Xiancui; Zhou, Zhihong; Zhu, Hong; Wu, Shihong European Journal of Organic Chemistry, 2010 , # 2 p. 326 - 332]
[Kuninobu, Yoichiro; Uesugi, Tadamasa; Kawata, Atsushi; Takai, Kazuhiko Angewandte Chemie - International Edition, 2011 , vol. 50, # 44 p. 10406 - 10408]
[Heine, Harold W.; Zibuck, Regina; VandenHeuvel, William J. A. Journal of the American Chemical Society, 1982 , vol. 104, # 13 p. 3691 - 3694]
[Qiu, Jun; Zhang, Ronghua Organic and Biomolecular Chemistry, 2013 , vol. 11, # 36 p. 6008 - 6012]