Journal of Physical Organic Chemistry

Reactions of 5??(alkyl) thianthrenium and other sulfonium salts with nucleophiles

B Liu, HJ Shine

Index: Liu, Bo; Shine, Henry J. Journal of Physical Organic Chemistry, 2001 , vol. 14, # 2 p. 81 - 89

Full Text: HTML

Citation Number: 12

Abstract

Abstract A series of 5-(alkyl) thianthrenium triflates (3a–d, g–i) with alkyl (R) groups Me (a), Et (b), isoPr (c), 2-Bu (d), cyclopentyl (g), cyclohexyl (h) and cycloheptyl (i) were prepared by alkylation of thianthrene (Th) with alkyl formate and trifluoromethanesulfonic (triflic) acid. Benzylation (3f) was achieved with benzyl bromide and silver triflate. 5-(Neopentyl) thianthrenium perchlorate (3e) was prepared by reaction of thianthrene cation radical ...