A useful conversion of alcohols to alkyl fluorides
作者： David A Flosser , Roy A Olofson
DOI: 10.1016/S0040-4039(02)00738-4
关键词:
摘要: Abstract A useful conversion of alcohols to alkyl fluorides via their fluoroformates is introduced. The are obtained in nearly quantitative yield from the by treatment with COF2 (generated situ bis(trichloromethyl) carbonate) ether KF as an added acid scavenger. neat cleaved heating at 120–125°C using hexabutylguanidinium fluoride (HBGF) catalyst.
elsevier.com
sci-hub.se 参考文章(20)
L. A. Alekseeva, S. Zemskov, L. German, New Fluorinating Agents in Organic Synthesis ,(2011)
Robert Filler, Lev M. Yagupolskii, Yoshiro Kobayashi, Organofluorine Compounds in Medicinal Chemistry and Biomedical Applications ,(1993)
Otto Meth-Cohn, Alan R. Katritzky, Charles W. Rees, Comprehensive organic functional group transformations II Pergamon , Elsevier Science. ,(1995)
Kenneth M. Harmon, Barbara A. Southworth, Karen E. Wilson, Patricia K. Keefer, N,N,N-Trimethyl-1-adamantylammonium fluoride, a completely anhydrous quaternary ammonium fluoride salt Journal of Organic Chemistry. ,vol. 58, pp. 7294- 7295 ,(1993) , 10.1021/JO00077A066
Pilar Bosch, Francisco Camps, Esther Chamorro, Vicens Gasol, Angel Guerrero, Tetrabutylammonium biflouride: A versatile and efficient flourinating agent Tetrahedron Letters. ,vol. 28, pp. 4733- 4736 ,(1987) , 10.1016/S0040-4039(00)96612-7
D. Phillip Cox, Jacek Terpinski, Witold Lawrynowicz, "Anhydrous" tetrabutylammonium fluoride: a mild but highly efficient source of nucleophilic fluoride ion Journal of Organic Chemistry. ,vol. 49, pp. 3216- 3219 ,(1984) , 10.1021/JO00191A035
Dang Vu Anh, Roy A. Olofson, Advantages of fluoroformates as carboalkoxylating reagents for polar reactants Journal of Organic Chemistry. ,vol. 55, pp. 1851- 1854 ,(1990) , 10.1021/JO00293A033
Kevin C. Mange, W.J. Middleton, Fluorination of cyclohexanols with 4-morpholinosulfur trifluoride [1] Journal of Fluorine Chemistry. ,vol. 43, pp. 405- 413 ,(1989) , 10.1016/S0022-1139(00)82727-X
Richard D. Chambers, Mandy Parsons, Graham Sandford, Roy Bowden, Electrophilic fluorination at saturated sites Chemical Communications. pp. 959- 960 ,(2000) , 10.1039/B001624L
R. A. Olofson, Dang Vu Anh, David S. Morrison, Paul F. De Cusati, Simple one-step preparations of vinylic carbonates from aldehydes Journal of Organic Chemistry. ,vol. 55, pp. 1- 3 ,(1990) , 10.1021/JO00288A001