Fluorination with aminosulfur trifluorides

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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544158, 546248, 548562, 548565, 548570, 564102, 568437, 568821, 570127, 570144, 570125, C07C 17013, C07C 2962

Patent

active

060808861

ABSTRACT:
A fluorination method of oxygen and halogen sites with diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating reagents is disclosed.

REFERENCES:
patent: 3499030 (1970-03-01), Kuhle et al.
patent: 3914265 (1975-10-01), Middleton
patent: 3976691 (1976-08-01), Middleton
W. J. Middleton, New Fluorinating Reagents, Dialkylaminosulfur Fluorides, J. Org. Chem., vol. 40, No. 5, (1975), pp. 574-578.
Messina, et al., Aminosulfur Trifluorides: Relative Thermal Stability, Journal of Fluorine Chemistry, 43, (1989), pp. 137-143.
M. Hudlicky, Fluorination with Diethylaminosulfur Trifluoride and Related Aminofluorosulfuranes, Organic Reaction, vol. 35, (1988), pp. 513-553.
G. L. Hann, et al. Synthesis and Enantioselective Fluorodehydroxylation Reactions of (S)-2-(Methoxymethyl(pyrrolidin-1-ylsulphur Trifluoride, the First Homochiral Aminofluorosulphurane, J. Chem. Sol., Chem. Commun. (1989) pp. 1650-1651.
J. Cochran, Laboratory, Explosions, Chemical and Engineering News, (1979), vol. 57, No. 12, pp. 4 & 74.
W. T. Middleton, Explosive Hazards with DAST, Chemical and Engineering News, (1979), vol. 57, No. 21, p. 43.
W. J. Middleton, et al., a,a-Difluoroarylacetic Acids: Preparation from (Diethylamino)sulfur Trifluoride and x-Oxarylacetates, J. Org. Chem. (1980) 45, 2883-2887.

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