期刊
ORGANIC LETTERS
卷 23, 期 2, 页码 358-364出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03863
关键词
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资金
- NSFC [21978144, 21702117, 21776148]
- Key Research & Development Program of Shandong Province [2018GSF118224, 2019GSF108020, 2019RKB01027]
- Support Plan on Science and Technology for Youth Innovation of Universities in Shandong Province [2019KJM002]
- Opening Funding of Qingdao University of Science Technology [QUSTHX201916, QUSTHX202004]
The switchable synthesis of 3-non, 3-mono, 3,3'-disubstituted 3,4-dihydroquinolin-2(1H)-ones was achieved using a redox-neutral hydride-transfer/N-dealkylation/N-acylation strategy. This unprecedented method allowed for the synthesis of highly functionalized products with in situ utilization of released HCHO via o-QM involved Michael addition, showcasing the synthetic utility of the protocol for concise synthesis of CYP11B2 inhibitor.
The switchable synthesis of 3-non, 3-mono, 3,3'-disubstituted 3,4-dihydroquinolin-2(1H)-ones was developed through a redox-neutral hydride-transfer/N-dealkylation/N-acylation strategy from o-aminobenzaldehyde with 4-hydroxycoumarin, and Meldrum's acid, respectively. The unprecedented strategy for the synthesis of 3,3'-highly functionalized 3,4-dihydroquinolin-2(1H)-one has been realized with the in situ utilization of the released HCHO via the o-QM involved Michael addition. In addition, the synthetic utility of this protocol has been well illustrated via concise synthesis of CYP11B2 inhibitor.
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