Issue 25, 2018

Formal synthesis of chelamidine alkaloids and their derivatives

Abstract

A concise two-step operation of α-amination of aldehydes and subsequent Friedel–Crafts/Prins-type cyclization towards accessing tetrahydrobenzo[c]phenanthridine and related structures was developed. The reaction displayed a broad substrate scope and good tolerance to a variety of substituents such as different aromatic heterocyclic rings. In addition, the effectiveness of this protocol was also demonstrated in the formal synthesis of homochelidonine and chelamidine.

Graphical abstract: Formal synthesis of chelamidine alkaloids and their derivatives

Supplementary files

Article information

Article type
Communication
Submitted
26 Dec 2017
Accepted
23 Feb 2018
First published
23 Feb 2018

Chem. Commun., 2018,54, 3150-3153

Formal synthesis of chelamidine alkaloids and their derivatives

R. Li, Y. He, Y. Ding, C. Ang, J. Tian and T. Loh, Chem. Commun., 2018, 54, 3150 DOI: 10.1039/C7CC09875H

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