| Spectral and Mechanistic Studies of the Reactions of Substituted 1,5-Benzothiazepine with Dichloroacetyl Chloride and Triethylamine |
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| 作者姓名： | Xin ZHOU Shrong Shi LIN Jin Fang YUAN* Zhe Ming WANG Hong Zhong WANG College of Chemical and Molecular Engineering Peking University Beijing |
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| 作者单位： | Xin ZHOU1，Shrong Shi LIN1，Jin Fang YUAN1*，Zhe Ming WANG1，Hong Zhong WANG2 1College of Chemical and Molecular Engineering，Peking University，Beijing 100871 2Department of Biological Sciences & Biotechnology，Tsinghua Univ |
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| 基金项目： | This work was supported by the National Natural Science Foundation of China (No. 29972001). |
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| 摘 要： | A lot of attentions have been paid to the synthesis of benzothiazepines and derivatives1,2 due to their significant physiological activities. It has been reported that b-lactam, a major part of the antibiotic skeleton, can be introduced to a molecule by reaction of an imine moiety with ketene3,4. We introduced a b-lactam skeleton to benzothiazepine and hoped the new compounds may possess certain biological activities. SHNH3ClCHCHCOC2H5OHSNClCla: ortho-Clb: para-Cl+PyridineScheme …
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Spectral and Mechanistic Studies of the Reactions of Substituted 1,5- Benzothiazepine with Dichloroacetyl Chloride and Triethylamine |
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| Xin ZHOU,Shrong Shi LIN,Jin Fang YUAN*,Zhe Ming WANG,Hong Zhong WANG College of Chemical and Molecular Engineering,Peking University,Beijing .Spectral and Mechanistic Studies of the Reactions of Substituted 1,5-Benzothiazepine with Dichloroacetyl Chloride and Triethylamine[J].Chinese Chemical Letters,2001(10). |
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| Authors: | Xin ZHOU Shrong Shi LIN Jin Fang YUAN Zhe Ming WANG Hong Zhong WANG College of Chemical and Molecular Engineering Peking University Beijing |
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| Institution: | Xin ZHOU1,Shrong Shi LIN1,Jin Fang YUAN1*,Zhe Ming WANG1,Hong Zhong WANG2 1College of Chemical and Molecular Engineering,Peking University,Beijing 100871 2Department of Biological Sciences & Biotechnology,Tsinghua Univ |
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| Abstract: | A 2+2] cycloaddition adduct 2 and a novel ring-opening product 3 were obtained from the reactions of 2,3-benzothiazepines 1 with dichloroacetyl chloride and triethylamine. The relative ratios of 2 and 3 were affected by the addition order of reactants and reaction temperature. The structures were determined by spectral data and the reaction mechanisms for the formation of 2 and 3 were elucidated. |
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| Keywords: | Benzothiazepine dichloroacetyl chloride cycloaddition adduct ring-opening product |
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