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The contrasting behavior of cyclic and acyclic 2‐amidomethyleneresorcinols towards cyclization with acetaldehyde

 

作者: H. E. Zaugg,   D. L. Arendsen,   R. S. Egan,  

 

期刊: Journal of Heterocyclic Chemistry  （WILEY Available online 1979）
卷期: Volume 16, issue 1  

页码: 21-23

 

ISSN:0022-152X

 

年代: 1979

 

DOI:10.1002/jhet.5570160105

 

出版商: Wiley‐Blackwell

 

数据来源: WILEY

 

摘要:

AbstractThe two cyclic amidomethylene resorcinols,3aand3b, readily undergo cyclization with acetaldehyde to the azacannabinoids4and6, respectively. However, the acyclic amidomethylene resorcinol10, under the same conditions, gives the benzodioxan11. This contrasting behavior is rationalized in terms of conformational differences between3a,band10.

 

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