Tetrahedron

A versatile method for carbon-nitrogen bond formation via ene reactions of acylnitroso compounds

GE Keck, RR Webb, JB Yates

Index: Keck, Gary E.; Webb, Robert R.; Yates, John B. Tetrahedron, 1981 , vol. 37, # 23 p. 4007 - 4016

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Citation Number: 109

Abstract

The use of acylnitroso compounds of the general formula RCONO as enophiles in the formation of carbon-nitrogen bonds is described. Both inter-and intramolecular ene reactions have been studied. For the intermolecular examples, nitrosocarbonylmethane, thermally liberated from its Diels-Alder adduct with 9, 10-dimethylanthracene, is reacted with various olefins giving the corresponding N-alkylhydroxamic acids in moderate to high ...

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