Vilsmeier cyclization of α-acetyl-α-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones

Haifeng Yu; Yongmei Zhang; Tiechun Li; Peiqiu Liao; Quanping Diao; Guang Xin; Qingling Meng; Dongyan Hou

doi:10.1039/C4RA14626C

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Vilsmeier cyclization of α-acetyl-α-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones†

Haifeng Yu,*^a Yongmei Zhang,^a Tiechun Li,^a Peiqiu Liao,*^b Quanping Diao,^a Guang Xin,^a Qingling Meng^a and Dongyan Hou^a

Author affiliations

* Corresponding authors

^a School of Chemistry and Life Science, Anshan Normal University, Anshan, Liaoning 114007, China
E-mail: yuhf68105@sina.com
Fax: +86-412-2960065

^b Department of Chemistry, Northeast Normal University, Changchun, Jilin 130024, China

Abstract

An efficient synthetic route to 3-aroyl-5-formyl-4-halo pyridin-2(1H)-ones has been developed via Vilsmeier cyclization of 2-(ethylthio(arylamino)methylene)-1-alkylbutane-1,3-dione. The synthetic protocol has demonstrated the first example of Vilsmeier cyclization of α-acetyl-α-aroylketene-N,S-acetals, providing a novel route to 4-bromo/chloro pyridin-2(1H)-ones.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C4RA14626C
Article type: Communication
Submitted: 16 Nov 2014
Accepted: 06 Jan 2015
First published: 12 Jan 2015

Download Citation

RSC Adv., 2015,5, 11293-11296

Author version available

Download author version (PDF)

Permissions

Request permissions

Vilsmeier cyclization of α-acetyl-α-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones

H. Yu, Y. Zhang, T. Li, P. Liao, Q. Diao, G. Xin, Q. Meng and D. Hou, RSC Adv., 2015, 5, 11293 DOI: 10.1039/C4RA14626C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

RSC Advances

Vilsmeier cyclization of α-acetyl-α-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones†

Abstract

Supplementary files

Article information

Download Citation

Author version available

Permissions

Vilsmeier cyclization of α-acetyl-α-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones

Social activity

Search articles by author

Spotlight

Advertisements