Reaction of 2,3-Dihydro-1,5-benzothiazepines and Phenylacetyl Chloride in the Presence of Triethylamine:A New Aspect on the Formation Mechanism of Dihydro-1,3-oxazin-4-one Derivatives

被引:1
作者
许家喜
王超
张奇涵
机构
[1] Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education
[2] Department of Chemical Biology
[3] College of Chemistry and Molecular Engineering
[4] Peking University
[5] Beijing 100871
[6] China
基金
中国国家自然科学基金;
关键词
1; 5-benzothiazepine; 2; 2a; 4-tetrahydro-1H-azeto[2; 1-d][1; 5]benzothiazepin-1-one; 3-dihydro-; benzothiazole; 4a; 5-dihydro-1H; 6H-[1; 3]oxazino[2; 3-d][1; cycloaddition; mechanism;
D O I
暂无
中图分类号
O621 [有机化学一般性问题];
学科分类号
070303 ; 081704 ;
摘要
2a,4-Disubstituted 2,2a,3,4-tetrahydro-2-phenyl-1H-azeto[2,1-d][1,5]benzothiazepin-1-ones, as well as 2-substi- tuted 2,3-dihydro-3-phenylacetyl-2-styryl-benzothiazoles and 4a,6-disubstituted 3-benzyl-4a,5-dihydro-2-phenyl- 1H,6H-[1,3]oxazino[2,3-d][1,5]benzothiazepin-1-ones, were obtained from the reaction of 2,4-disubstituted 2,3-dihydro-1,5-benzothiazepines with phenylacetyl chloride in the presence of triethylamine. The mechanism for the formation of 4a,5-dihydro-1H,6H-[1,3]oxazino[2,3-d][1,5]benzothiazepin-1-ones, 2,3-dihydro-1,3-oxazin-4-one derivatives, was suggested.
引用
收藏
页码:1012 / 1018 +888
页数:8
相关论文
共 32 条
[1]  
Brand,W.T,Dad,M.M. Journal of Organic Chemistry . 1991
[2]  
Chen,L.B,Xu,J.X. Chinese Journal of Synthetic Chemistry . 2000
[3]  
Xu J X,Jin S,Heteroat. Chemtracts . 1999
[4]  
The synthesis and the nuclear magnetic resonance study of β-lactam derivatives of 1,5-benzothiazepines. Szollosy,A.,Kotovych,G.,Toth,C.,Levai,A. Canadian Journal of Chemistry . 1988
[5]  
Chen,L.B,Zhang,Q.H,Xu,J.X. Chinese Journal of Organic Chemistry . 2001
[6]  
Clemens,R J. Chemical Reviews . 1986
[7]  
Hegedus, L.S,Imwinbelried, R,Alarid, S.M,Dvorak, D,Satoh, Y. Journal of the American Chemical Society . 1990
[8]  
Southgate,R.,Elson,S.,Herz,W.,Grisebach,H.,Kirby,G. W.,Tamm,Ch. The Chemistry of Organic Natural Products Vol. 47 . 1985
[9]  
Xu J X,Jin S,Chin. Chemistry Letters . 1992
[10]  
Xu,J.X,Zhang,Q.H,Chen,L.B,Chen,H. J.Chem.Soc.Perkin.Trans. 1 . 2001