The Journal of organic chemistry

An efficient intramolecular 1, 3-dipolar cycloaddition involving 2-(1, 2-dichlorovinyloxy) aryldiazomethanes: a one-pot synthesis of benzofuropyrazoles from …

ZS Sales, NS Mani

Index: Sales, Zachary S.; Mani, Neelakandha S. Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 891 - 894

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Citation Number: 17

Abstract

A novel intramolecular 1, 3-dipolar cycloaddition strategy for a rapid entry into benzofuropyrazoles is described. In a three-step sequence,(E)-2-(1, 2-dichlorovinyloxy) aryldiazomethanes were generated in situ from the corresponding salicylaldehydes. Intramolecular cycloaddition followed by dehydrohalogenation garnered 3- chlorobenzofuropyrazoles in excellent yields. By careful choice of solvent, base, and ...