Tetrahydroisoquinoline, fluorination

Selective nucleophilic displacement of the C-10 fluorine atom of 158 was achieved with secondary amines iV-methylpiperazine, 4-methylpiperidine, or 1,2,3,4-tetrahydroisoquinoline affording the product 159 in low to moderate yield <2000JHC297>. 

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. 

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