Rh-Catalyzed, Regioselective, C–H Bond Functionalization: Access to Quinoline-Branched Amines and Dimers
| Autor: | M. Damoder Reddy, Frank R. Fronczek, E. Blake Watkins |
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| Rok vydání: | 2016 |
| Předmět: |
Reaction conditions
C h bond 010405 organic chemistry Dimer Organic Chemistry Quinoline Regioselectivity 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Organic chemistry Surface modification Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 18:5620-5623 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.6b02848 |
| Popis: | Rh-catalyzed, chelation-induced, C-5 regioselective C–H functionalization of 8-amidoquinolines with a range of N-Boc aminals is reported for the first time. The addition of in situ generated imines to C(sp2)–H bonds afforded branched amines in good to excellent yields. Moreover, this transformation features good functional group compatibility, broad substrate scope, and mild reaction conditions and is suitable for gram-scale synthesis. In addition, an unprecedented, chelation-induced, site-selective, remote dimerization of quinolines led to the formation of dimer frameworks in moderate yields under Rh-catalyzed conditions. |
| Databáze: | OpenAIRE |
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