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The Study on Reformatsky-Type Reaction of Sulfonylimines

Author: ZhaoZhiMin
Tutor: YuZhiFang
School: Tianjin University
Course: Organic Chemistry
Keywords: The Reformatsky type of reaction Sulfonimide α-bromo- acetamide Addition reaction
CLC: TQ226.7
Type: Master's thesis
Year: 2007
Downloads: 73
Quote: 0
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Abstract


Imine Reformatsky -type reaction for the synthesis of β-amino carbonyl compounds provides an easy way , it occupies a very important position in organic synthesis . However, the Reformatsky -type reaction of the imine with an α - bromoacetic acid amide is rarely reported. To this end , the present papers on the basis of synthesis of α-bromo -acetamide and sulfonimide study the reaction of α-bromo- acetamide in the induction of the metallic zinc with sulfonimide . By screening , the reaction solvent, and to change the ratio of the reactants , the control factors such as reaction temperature and time to achieve the optimization of the reaction system , to obtain a better result . 16 compounds were synthesized on this basis have not been reported , and through the identification of infrared spectroscopy , NMR , and elemental analysis . Further, by the X-ray diffraction method for the compound N , N - diethyl 3 - (2,4 - dichloro - phenyl) -3 - toluenesulfonyl aminopropionamide crystal structures were resolved. The crystal structure data indicate that , consistent with the structure of the the experiments resulting compound with the desired compound . This thesis is based on experiment , α - bromoacetamide induced by zinc powder with sulfonylimide reaction mechanism may be the addition reaction to form a six-membered ring transition state .

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