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

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13th Int. Electron. Conf. Synth. Org. Chem. 2009, a020:1-5

Communication

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

Ibrahim Ali ^a^,*

and Walid Fathalla ^b

a Department of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt; b Department of Mathematics and Physical Sciences, Faculty of Engineering, Suez Canal University, Port Said, Egypt; * Author to whom correspondence should be addressed.

(This article belongs to the section A. General Organic Synthesis)

Cite this paper as: Ali, I.; Fathalla, W. Synthesis of N-substituted-3,4,5,6-tetrachlorophthalimide using trichloroacetimidate C-C bond formation method. In Proceedings of the 13th Int. Electron. Conf. Synth. Org. Chem., 1-30 November 2009; Sciforum Electronic Conferences Series, 2009, a020:1-5.

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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