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Issue 14, 2014
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Direct sp3 C–H bond arylation, alkylation, and amidation of tetrahydroisoquinolines mediated by hypervalent iodine(III) under mild conditions

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Abstract

We have developed a method for the sp3 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.

Graphical abstract: Direct sp3 C–H bond arylation, alkylation, and amidation of tetrahydroisoquinolines mediated by hypervalent iodine(iii) under mild conditions

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Publication details

The article was received on 25 Nov 2013, accepted on 23 Jan 2014 and first published on 05 Mar 2014


Article type: Communication
DOI: 10.1039/C3OB42354A
Citation: Org. Biomol. Chem., 2014,12, 2189-2192
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    Direct sp3 C–H bond arylation, alkylation, and amidation of tetrahydroisoquinolines mediated by hypervalent iodine(III) under mild conditions

    W. Muramatsu, K. Nakano and C. Li, Org. Biomol. Chem., 2014, 12, 2189
    DOI: 10.1039/C3OB42354A

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