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Review | Regular issue | Vol 92, No. 9, 2016, pp.1561-1597
Published online, 5th August, 2016
DOI: 10.3987/REV-16-844
Efficient Synthesis of Heterocycles Using Highly Electrophilic Ethenetricarboxylates

Shoko Yamazaki*

*Department of Chemistry, Nara University of Education, Takabatake-cho, Nara 630-8528, Japan

Abstract

The synthesis of heterocyclic compounds utilizing highly electrophilic ethenetricarboxylates is described. Ethenetricarboxylate is a member of methylenemalonates and more reactive than frequently used alkylidenemalonates by the electron-withdrawing effect of 2-carboxyl group. They are utilized as efficient Michael acceptors or electron-deficient C=C components. Lewis acids also promote the reactions of ethenetricarboxylate derivatives efficiently. The intermolecular and intramolecular reactions of ethenetricarboxylates towards synthesis of heterocycles are presented.