Synthesis of N-substituted-3,4,5,6-tetrachlorophthalimide using trichloroacetimidate C-C bond formation method

Walid Fathalla; Ibrahim Ali

doi:10.3390/ecsoc-13-00180

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Synthesis of N-substituted-3,4,5,6-tetrachlorophthalimide using trichloroacetimidate C-C bond formation method

Walid Fathalla

¹,

Ibrahim A. I. Ali

^{*

2}

¹ Department of Mathematics and Physical Sciences, Faculty of Engineering, Suez Canal University, Port Said, Egypt
² Department of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt

Published: 31 October 2009 by MDPI in The 13th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-13-00180

Abstract: A series of N-substituted-3,4,5,6-tetrachlorophthalimides were prepared by a novel sequential reaction of trichloroacetimidate 3 with C-nucleophiles in the presence of TMSOTf. The nucleophiles include arenes, alkenes and active methylene to give the imidomethylation product of 3,4,5,6-tetrachlorophthalimide 5, 7, 9 and 11, respectively.

Keywords: Tetrachlorophthalimide, novel α-glucosidase inhibitors, trichloroacetimidate, C-C bond formation, C-nucleophiles

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Walid Fathalla

Ibrahim Ali