ISSN:
0009-2940
Keywords:
Fluorosulfines
;
Fluorothione S-oxides
;
Diels-Alder adducts
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The Fluorosulfines XF2C(F)C = SO (X = F, Cl, Br), Their Synthesis and Unusual Type of DecompositionA new route for the synthesis of the sulfenyl chloride 3 opens an easy access to fluoro(trifluoromethyl)sulfine (6) by hydrolysis of 3, trapping 6 by Diels-Alder reaction with anthracene, and thermolysis of the formed compound 8. By addition of the thioacetyl fluorides XF2C(F)C = S (X = Cl, Br) to anthracene compounds 9a, b are obtained, which could be oxidized to the sulfene adducts 12a, b as well as to the sulfine adducts 13a, b. Thermolysis of the latter yields the sulfines 17a, b, which are unstable at room temperature. A second approach to 17a involves oxidation of 1,3-dithietane 11a to its S-oxide 14a (e.g. via an S,S-difluoro compound 15a) and subsequent thermolysis, but thermal decomposition predominates. An unusual decomposition has been observed for 17a, b which was hitherto unknown for sulfines.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250816
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