1.3.4- Thiazolyl sulfides, anodic

The anodic fluorination of 2-thiazolyl sulfides was successfully carried out to provide the corresponding 5-fluorothiazole and 2,5,5-trifluorothiazoline derivatives [80]. 

Riyadh SM, Fuchigami T (2002) Electrolytic partial fluorination of oigamc compounds. 64. Anodic mono- and difluorination of thiazolyl sulfides. J Org Chem 67 9379-9383... 

Anodic regioselective fluorination of a-phenylsulphenylated ethyl acetates, 1-naphthalene and 2-pyridine derivatives [80], l-aryl-3-(phenylthio)oxindoles and 2-substituted-3-oxo-4-(phenylthio)-l, 2, 3,4-tetrahydroisoquinolines [81], 2-benzo-thiazolyl and 5-chloro-2-benzothiazolyl sulfides [82], a-(phenylsulfenyl)lactams [83], as well as various heterocycles such as thiolanones, oxathiolanones, dithi-olanones, 3Fl-l,4-benzoxathian-2-ones [84] in Et3N-3HF or Etr NF- HF [n = 3,4), has been reported. 

Anodic fluorination of 2-thiazolyl methyl sulfide, 2-thiazolyl propargyl sulfide, and 2-thiazolyl acetonyl sulfide leads to the products of exchange and addition at the heterocyclic ring but not to the product of substitution of the hydrogen atom of the CH2 fragment lying in the a, position (Table 12) (02JOC9379). 

Table 12. Anodic fluorination of sulfides with a thiazolyl substituent (02JOC9379)...

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