Issue 42, 2012
From the journal:

Organic & Biomolecular Chemistry

Efficient synthesis of N-(buta-2,3-dienyl) amides from terminal N-propargyl amides and their synthetic potential towards oxazoline derivatives†

Bo Chen,a   Nan Wang,b   Wu Fanb  and  Shengming Ma*ab  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Linglin Lu, Shanghai 200032, P.R. China

b Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Lu, Shanghai 200062, P.R. China
E-mail: masm@mail.sioc.ac.cn
Fax: (+86) 21-62609305

Abstract

A series of N-allenyl amides was prepared conveniently from N-propargyl amides in good to excellent yields via a modified procedure developed in this group. The palladium-catalyzed coupling–cyclization of these prepared N-allenyl amides in the presence of organic iodides has been developed affording the oxazoline derivatives efficiently.

Graphical abstract: Efficient synthesis of N-(buta-2,3-dienyl) amides from terminal N-propargyl amides and their synthetic potential towards oxazoline derivatives

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Article information

DOI
https://doi.org/10.1039/C2OB26291F
Article type
Paper
Submitted
06 Jul 2012
Accepted
05 Sep 2012
First published
06 Sep 2012

Org. Biomol. Chem., 2012,10, 8465-8470

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Efficient synthesis of N-(buta-2,3-dienyl) amides from terminal N-propargyl amides and their synthetic potential towards oxazoline derivatives

B. Chen, N. Wang, W. Fan and S. Ma, Org. Biomol. Chem., 2012, 10, 8465 DOI: 10.1039/C2OB26291F

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