Synthesis of aryl (difluoromethylenephosphonates) via electrophilic fluorination of α-carbanions of benzylic phosphonates with N-fluorobenzenesulfonimide
SD Taylor, CC Kotoris, AN Dinaut, MJ Chen
Index: Taylor, Scott D.; Kotoris, Christopher C.; Dinaut, A. Nicole; Chen, Mei-Jin Tetrahedron, 1998 , vol. 54, # 9 p. 1691 - 1714
Full Text: HTML
Citation Number: 69
Abstract
The electrophilic fluorination of a wide variety of benzylic phosphonates with N- fluorobenzenesulfonimide has been examined. The fluorination reaction proceeds well in the presence of an array of functional groups such as nitro, bromo, ketone, ester, phenyl and ether groups. Phenyl and biphenyl derivatives containing two α, α- difluoromethylenephosphonate groups can also be prepared. This procedure is ...
Related Articles:
Mild and efficient Cs 2 CO 3-promoted synthesis of phosphonates
[Cohen, Richard J.; Fox, Daniel L.; Eubank, Jarrod F.; Salvatore, Ralph Nicholas Tetrahedron Letters, 2003 , vol. 44, # 47 p. 8617 - 8621]
[Journal of the American Chemical Society, , vol. 125, # 20 p. 6034 - 6035]
Fluoride ion induced Horner-Emmons reactions of α-silylalkylphosphonates with carbonyl compounds
[Kawashima, Takayuki; Ishii, Takafumi; Inamoto, Naoki Tetrahedron Letters, 1983 , vol. 24, # 7 p. 739 - 742]
[Kaboudin; Balakrishna Synthetic Communications, 2001 , vol. 31, # 18 p. 2773 - 2776]
Copper??Catalyzed Synthesis of Alkylphosphonates from H??Phosphonates and N??Tosylhydrazones
[Miao, Wenjun; Gao, Yuzhen; Li, Xueqin; Gao, Yuxing; Tang, Guo; Zhao, Yufen Advanced Synthesis and Catalysis, 2012 , vol. 354, # 14-15 p. 2659 - 2664]