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-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of Enals with Aminonaphthoquinones for the Synthesis of Functionalized Aza-anthraquinones.

作者信息

Miao Yuehua, Qi Jing, Li Yanting, Pan Ao, Duan Xiao-Yong

机构信息

College of Chemistry and Materials Science, Chemical Biology Key Laboratory of Hebei Province, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University, Baoding 071002, China.

State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Hebei University, Baoding 071002, China.

出版信息

J Org Chem. 2024 Nov 15;89(22):16433-16443. doi: 10.1021/acs.joc.4c01655. Epub 2024 Nov 4.

DOI:10.1021/acs.joc.4c01655
PMID:39494963
Abstract

Rapid construction of functionalized aza-anthraquinones has been successfully developed via NHC-catalyzed formal [3 + 3] annulation of 2-aminoquinones with enals. This reaction features several advantages, such as readily available starting materials, mild reaction conditions, and flexible product transformations. The study on the atroposelective version of this strategy was also carried out, and several C-N axial chiral aza-anthraquinones were synthesized in moderate yields with moderate to good enantioselectivities.

摘要

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