title: Direct sp3 C-H bond arylation, alkylation, and amidation of tetrahydroisoquinolines mediated by hypervalent iodine(III) under mild conditions.
abstract: We have developed a method for the sp(3) C-H bond functionalization of tetrahydroisoquinolines (THIQs) mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA). The treatment of the THIQs with various nucleophiles in the presence of PIFA in a green solvent alternative gave the coupled products, with a C-C, C-N, or quaternary carbon center in high yields.
authors.affiliation: Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, Nagasaki 852-8521, Japan. muramatu@nagasaki-u.ac.jp.
authors.forename: Wataru
authors.initials: W
authors.lastname: Muramatsu
authors.forename: Kimihiro
authors.initials: K
authors.lastname: Nakano
authors.forename: Chao-Jun
authors.initials: CJ
authors.lastname: Li
mesh_terms: D000478:Alkylation; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D044005:Tetrahydroisoquinolines / Q000737:chemistry*
chemical_list: D000577:Amides; D044005:Tetrahydroisoquinolines; D007455:Iodine