Sulfur, tetra-,

It has been argued that this rearrangement may occur via a bond-switch process in 167. In this process the sulfur acts as a nucleophilic center, which is opposite to the electrophilic behavior of the pivotal sulfur in, for example, the conversion of 149 into 150. The alternative intermediacy of a bipolar sulfur tetra-azapentalene structure or a ring-opened intermediate in... 

Alkoxysulfur trifluorides and dialkyl sulfites are byproducts of the reactions of sulfur tetra-fluoride with nitro alcohols, e.g. reaction of 2-fluoro-2,2-dinitroethanol (3).44... 

Diketones yield exclusively /1-fluorovinyl ketones, e.g. 19, on reaction with sulfur tetra-fluoride at 20 C in diethyl ether.64... 

Burmakov AI, Kunshenko BV, Alexeeva LA, Yagupol skii LM. New Uses of sulfur Tetra-fluoride in Organic Synthesis. In ref 10,197-253... 

If this reaction is run at low temperatures with less sulfur tetra-fluoride, RASOF2 is formed (174). 

Sulfur dichloride benfuracaib, furathiocarb, thiocyclam, thiodicarb Sulfur dioxide sulfuryl fluoride, triasulfuron Sulfur tetra fluoride benfluralin, trifluralin... 

The bridgehead hydrogens in adamantane are susceptible to fluorination with sulfur tetra-fluoride with the number of hydrogens substituted dependent on the reaction temperature. The replacement of all bridgehead hydrogens in adamantane and (trifluoromethyl)adamantanes occurs with sulfur lc(rafluoride in hydrogen fluoride (see Vol, ElOa. pp 380, 381... 

Further examples of reactions of aliphatic and alicyclic polycarboxylic acids with sulfur tetra-fluoride or sulfur tetrafluoride/hydrogen fluoride are known.1 20, 123" 134 The reaction of aliphatic hydroxycarboxylic acids with sulfur tetrafluoride can give different products depending on the reaction conditions, the position of the hydroxy group, and the presence of other substituents. 15,131135 The main products from a-hydroxycarboxylic acids are trifluoroalkyl fluorosulfites, e.g. 19, which can be hydrolyzed quantitatively to the corresponding alcohols.131... 

Nucleophilic substitution reactions of anilines at a sulfonyl sulfur (tetra-coordinated sulfur) atom have been widely studied. Some of the works are presented in Table 9. 

Conversion of carboxyl groups to trifluoromethyl, using sulfur tetra-fluoride,226-229 may be applied to heterocyclic systems (e.g., Eqs. 69227 and 70229) but yields are variable. 

Write chemical formulas for the following molecular compounds (a) sulfur tetra-fluoride, (b) dinitrogen pentoxide. 

An unusual example of fluorination at the benzylic position is the formation of 10,10-difluoroanthracen-9(10//)-one (3) upon treatment of anthracen-9(10//)-one with sulfur tetra-fluorjde/ hydrogen fluoride in dichloromethane in an autoclave at 69 C (see Vol. ElOa, pp 379, 380).71... 

Preparative Methods there are several practical methods of preparation of pentafluorosulfanyl chloride. It could be formed rapidly (1 h) and in high yield (92%) by room-temperature reaction of SF4 with CIF in the presence of activated CsF (eq 1). The compound is also prepared from the reaction of sulfur tetra-fluoride (SF4), chlorine, and CsF in high yield at elevated temperatures (eq 2). A high yield and inexpensive preparation of SF5CI from sulfur tetrafluoride, CI2, and KF has also been described, but a much longer reaction time is required at relatively high temperatures (eq 3). ... 

Preparative Methods the methyl derivative is prepared hy the reaction of dimethylaminotrimethylsilane and sulfur tetra-fluoride at —70°C to rt in ether the precipitated solid is filtered off. The ethyl derivative is best prepared hy the reaction of lV,lV-diethylaminosulfur trifluoride (DAST) and diethylaminotrimethylsilane. ... 

Treatment of 2,5-furandicarboxylic acid 78 with five equivalents of sulfur teirafluo-ride provided 2,5-bis(trifluoromethyl)fnran 79 as a major product [64], Other furoic acid derivatives were also transformed into triflnoromethylfurans using sulfur tetra-fluoride [65-71]. If the reaction was performed in the presence of anhydrous HF, furan dearomatization prodncts were formed. Thus, diacid 78 gave fluoroanhydride 81 and dihydrofuran derivative 82 along with 79 and 80. Yields of the products depend on ratio of reagents and reaction temperatnre [64, 65]. 

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