A new derivative of the strained 3, 3, 6, 6-tetramethylthiacycloheptyne (TMTH) bearing a functional handle is reported. Following an optimized synthesis, the handle was introduced by mild alkylation of the sulphur atom. The resulting functionalized strained 4, 5-didehydro-3, 3, 6, 6-tetramethyl-2, 3, 6, 7-tetrahydrothiepinium (TMTI) proved to be stable and underwent extremely fast [3+ 2] cycloaddition reaction with benzyl azide in both organic and aqueous ...
[Lewis, Frank W.; Harwood, Laurence M.; Hudson, Michael J.; Distler, Petr; John, Jan; Stamberg, Karel; Nunez, Ana; Galan, Hitos; Espartero, Amparo G. European Journal of Organic Chemistry, 2012 , # 8 p. 1509 - 1519]
[Lewis, Frank W.; Harwood, Laurence M.; Hudson, Michael J.; Distler, Petr; John, Jan; Stamberg, Karel; Nunez, Ana; Galan, Hitos; Espartero, Amparo G. European Journal of Organic Chemistry, 2012 , # 8 p. 1509 - 1519]