Dimethyl sulfoxide-trifluoroacetic anhydride. New reagent for oxidation of alcohols to carbonyls

1976 ◽  
Vol 41 (6) ◽  
pp. 957-962 ◽  
Author(s):  
Kanji. Omura ◽  
Ashok K. Sharma ◽  
Daniel. Swern



Synthesis ◽  
1978 ◽  
Vol 1978 (04) ◽  
pp. 297-299 ◽  
Author(s):  
S. L. HUANG ◽  
Kanji OMURA ◽  
Daniel SWERN




Author(s):  
J. L. García Ruano ◽  
M. B. Cid ◽  
A. M. Martín-Castro ◽  
J. Alemán


2016 ◽  
Vol 69 (1) ◽  
pp. 61 ◽  
Author(s):  
Rebecca E. Norman ◽  
Michael V. Perkins ◽  
Andris J. Liepa ◽  
Craig L. Francis

Treatment of pyrazolo[1,5-b][1,2,4,6]thiatriazines 1 with the Vilsmeier–Haack reagent afforded pyrazolo[1,5-a][1,3,5]triazines 5. Reaction of compounds 1 with trifluoroacetic anhydride, dimethyl sulfoxide, and triethylamine afforded 5-dimethylsulfanylidene derivatives 8. The guanidino-pyrazole-sulfonic acid 9 was produced from treatment of compounds 1 with trifluoroacetic acid under anhydrous conditions. Similar treatment in the presence of water afforded the desulfonated pyrazolo-guanidine 6. Reactions of 6 with one-carbon electrophiles provided various 4-substituted pyrazolo[1,5-a][1,3,5]triazines 5. Attempted catalytic hydrogenolysis of N7-benzyl pyrazolo[1,5-b][1,2,4,6]thiatriazines 2 in alcohols led to sulfamates 12 from thiatriazine ring cleavage. Ethyl acetate or tert-butanol as solvent allowed successful debenzylation to provide compounds 1. Aminolysis of compounds 2 gave sulfamides 13. Thermal rearrangement of compounds 2 afforded 6-benzyl-pyrazolo[3,4-e][1,2,4]thiadiazines 14.









1987 ◽  
Vol 52 (22) ◽  
pp. 4851-4855 ◽  
Author(s):  
Catherine M. Amon ◽  
Martin G. Banwell ◽  
G. Lance Gravatt


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