L. Konstantinova, V. Popov, A. Lalov
Jul 18, 2012
Citations
0
Influential Citations
4
Citations
Journal
Tetrahedron Letters
Abstract
Abstract A synthesis of thieno[2,3- d ][1,3,2]dithiazolium salts from commercial tetrahydrothiophene has been developed. The reaction of thieno[2,3- f ][1,2,3,4,5]pentathiepin with LiAlH 4 in THF at −15 °C, after treatment with acetyl chloride, led to 2,3-(bisacetylthio)thiophene in high yield. Bis(acetylthio)thiophene reacted with sulfuryl chloride and then trimethylsilyl azide was added to afford a 1,3,2-dithiazolium chloride which was converted into a soluble tetrafluoroborate. Electrolytic reduction under controlled potential yielded a thieno[2,3- d ][1,3,2]dithiazolyl radical which was characterized by EPR in frozen methylene dichloride.