Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 8, Pages 4464-4476Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00174
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- Wenner-Gren foundations
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Herein a two-step strategy for achieving overall transamidation of 8-aminoquinoline amides has been explored. In this protocol, the 8-aminoquinoline amides were first treated with Boc(2)O and DMAP to form the corresponding N-acyl-Boc-carbamates, which were found to be sufficiently reactive to undergo subsequent aminolysis with different amines in the absence of any additional reagents or catalysts. To demonstrate the utility of this approach, it was applied on a number of 8-aminoquinoline amides from the recent C-H functionalization literature, enabling access to a range of elaborate amide derivatives in good to high yields
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