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Direct sp3 C–H bond arylation, alkylation, and amidation of tetrahydroisoquinolines mediated by hypervalent iodine(iii) under mild conditions†
Wataru Muramatsu,Kimihiro Nakano,Chao-Jun Li
Organic & Biomolecular Chemistry Pub Date : 03/05/2014 00:00:00 , DOI:10.1039/C3OB42354A
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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