Issue 31, 2017
From the journal:

Organic & Biomolecular Chemistry

Asymmetric synthesis of isoquinolinonaphthyridines catalyzed by a chiral Brønsted acid†

Jianjun Li,a   Yiwei Fu,a   Cong Qin,a   Yang Yu,a   Hao Li ORCID logo *a  and  Wei Wang ORCID logo *ab  

* Corresponding authors

a State Key Laboratory of Bioengineering Reactor, Shanghai Key Laboratory of New Drug Design, and School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
E-mail: hli77@ecust.edu.cn

b Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131-0001, USA
E-mail: wwang@unm.edu

Abstract

A catalytic asymmetric method for the synthesis of chiral isoquinolinonaphthyridines has been developed. A chiral disulfonimide catalyzes a redox cyclization reaction between 2-methyl-3-aldehydeazaarenes and 1,2,3,4-tetrahydroisoquinolines to deliver a range of isoquinolinonaphthyridines with good to high yields (up to 91%) and up to 92 : 8 er.

Graphical abstract: Asymmetric synthesis of isoquinolinonaphthyridines catalyzed by a chiral Brønsted acid

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Article information

DOI
https://doi.org/10.1039/C7OB01527E
Article type
Communication
Submitted
23 Jun 2017
Accepted
17 Jul 2017
First published
18 Jul 2017

Org. Biomol. Chem., 2017,15, 6474-6477

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Asymmetric synthesis of isoquinolinonaphthyridines catalyzed by a chiral Brønsted acid

J. Li, Y. Fu, C. Qin, Y. Yu, H. Li and W. Wang, Org. Biomol. Chem., 2017, 15, 6474 DOI: 10.1039/C7OB01527E

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