Issue 11, 2004
From the journal:

Organic & Biomolecular Chemistry

CuI catalyzed N-arylation of amide as a key step for the preparation of 3-aryl β-carbolin-1-ones†

Shaozhong Wang,a   Jianwei Sun,a   Gang Yu,a   Xiaoyi Hu,b   Jun O Liub  and  Yuefei Hu‡*a  

* Corresponding authors

a Department of Chemistry, Nanjing University, Nanjing 210093, P. R. China
E-mail: yfh@mail.tsinghua.edu.cn
Fax: +86 10 6277 1149
Tel: +86 10 6279 5380

b Department of Pharmacology and Molecular Sciences, John Hopkins University School of Medicine, 725 N. Wolfe Street, Baltimore, MD 21205, USA
E-mail: joliu@jhu.edu
Fax: +01 410 955 4520
Tel: +01 410 955 4619

Abstract

An expedient synthetic route for 3-aryl β-carbolin-1-ones was developed starting from ethyl acetamidocyanoacetate and chalcone derivatives. The five- and six-membered nitrogen-containing rings in the β-carbolin-1-ones were elaborated efficiently by an intramolecular ketone-nitrile annulation and an intramolecular N-arylation of amide respectively.

Graphical abstract: CuI catalyzed N-arylation of amide as a key step for the preparation of 3-aryl β-carbolin-1-ones

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Article information

DOI
https://doi.org/10.1039/B406046F
Article type
Communication
Submitted
15 Jan 2004
Accepted
28 Apr 2004
First published
10 May 2004

Org. Biomol. Chem., 2004,2, 1573-1574

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CuI catalyzed N-arylation of amide as a key step for the preparation of 3-aryl β-carbolin-1-ones

S. Wang, J. Sun, G. Yu, X. Hu, J. O. Liu and Y. Hu, Org. Biomol. Chem., 2004, 2, 1573 DOI: 10.1039/B406046F

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