biostudies-literatureWu WNational Natural Science Foundation of ChinaUniversity Science Research Project of Jiangsu ProvinceResearch Start-up Fund of Changshu Institute of TechnologyNatural Science Foundation of Jiangsu ProvinceE1234https://www.ebi.ac.uk/biostudies/studies/S-EPMC6480081biostudies-literatureUnknown24(7)The efficient, one-pot access to the transamidation of 8-aminoquinoline (8-AQ), notorious for its harsh removal conditions, has been widely employed as an auxiliary in C⁻H functionalization reactions due to its strong directing ability. In this study, the facile and mild Boc protection of the corresponding 8-AQ amide was critical to activate the amide C_(acyl)⁻N bond by twisting its geometry to lower the amidic resonance energy. Both aryl and alkyl amines proceeded transamidation in one-pot, user-friendly conditions with excellent yields.Molecules (Basel, Switzerland)An Efficient, One-Pot Transamidation of 8-Aminoquinoline Amides Activated by Tertiary-Butyloxycarbonyl.PMC64800812160201716KJB150001XZ1508BK20160405Yi JLi SYuan RWu WXu HfalseAn Efficient, One-Pot Transamidation of 8-Aminoquinoline Amides Activated by Tertiary-Butyloxycarbonyl.The efficient, one-pot access to the transamidation of 8-aminoquinoline (8-AQ), notorious for its harsh removal conditions, has been widely employed as an auxiliary in C⁻H functionalization reactions due to its strong directing ability. In this study, the facile and mild Boc protection of the corresponding 8-AQ amide was critical to activate the amide C_(acyl)⁻N bond by twisting its geometry to lower the amidic resonance energy. Both aryl and alkyl amines proceeded transamidation in one-pot, user-friendly conditions with excellent yields.2019-01-01T00:00:00Z2019 Mar2026-05-07T03:51:33.35Z2019-06-06T23:00:10ZS-EPMC64800813093486210.3390/molecules24071234