Tetrahedron

Concise synthesis of ω-fluoroalkylated ketoesters. A building block for the synthesis of six-, seven-, and eight-membered fluoroalkyl substituted 1, 2-diaza-3-one …

W Wan, J Hou, H Jiang, Y Wang, S Zhu, H Deng, J Hao

Index: Wan, Wen; Hou, Jie; Jiang, Haizhen; Wang, Yangli; Zhu, Shizheng; Deng, Hongmei; Hao, Jian Tetrahedron, 2009 , vol. 65, # 21 p. 4212 - 4219

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Citation Number: 30

Abstract

A concise and general synthetic route toward the small and medium-sized fluoroalkyl substituted 1, 2-diaza-3-one heterocyclic ring skeletons via a sequential reaction of condensation and ring-closure reaction of ω-fluoroalkylated ketoesters 4 with hydrazines 5 catalyzed by 10–20mol% TsOH has been developed. A practical preparation of biologically interested ω-fluoroalkylated ketoesters 4, which were subsequently subjected as a ...