Metal-free synthesis of polysubstituted oxazoles via a decarboxylative cyclization from primary α-amino acids

Sustainable Chemical Processes

Yunfeng Li¹  Fengfeng Guo¹  Zhenggen Zha¹  Zhiyong Wang¹ 

[1] Department of Chemistry, Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China

关键词: α-amino acids;    Decarboxylative cyclization;    Oxidation;    Oxazoles;    Synthesis;    Metal-free;   

Others  :  789186
DOI  :  10.1186/2043-7129-1-8

 received in 2013-03-14, accepted in 2013-06-05,  发布年份 2013

【 摘 要 】

Background

The ubiquitous oxazoles have attracted more and more attention in both industrial and academic fields for decades. This interest arises from the fact that a variety of natural and synthetic compounds which contain the oxazole substructure exhibit significant biological activities and antiviral properties. Although various synthetic methodologies for synthesis of oxazols have been reported, the development of milder and more general procedure to access oxazoles is still desirable.

Results

In this manuscript, a novel method for synthesis of polysubstituted oxazoles was developed from metal-free decarboxylative cyclization of easily available primary α-amino acids with 2-bromoacetophenones.

Conclusions

The method was simple, and this reaction could be carried out smoothly under mild and metal-free conditions. By virtue of this method, various polysubstituted oxazoles were obtained from the primary α-amino acids with moderate yields.

【 授权许可】

   
2013 Li et al.; licensee Chemistry Central Ltd.

【 图 表 】

Figure 1.

Scheme 1

Scheme 2

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