Tetrahedron

Intramolecular and intermolecular diels-alder reactions of acylhydrazones derived from methacrolein and ethylacrolein

SJ Allcock, TL Gilchrist, SJ Shuttleworth, FD King

Index: Allcock; Gilchrist; Shuttleworth; King Tetrahedron, 1991 , vol. 47, # 48 p. 10053 - 10064

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Citation Number: 18

Abstract

The intramolecular Diels-Alder reactions of hydrazones derived from methacrolein or ethylacrolein and terminally unsaturated N-acyl-N-methylhydrazines have been investigated. The hydrazones 7b and 7c derived from N-methyl-N-pent-4-enoylhydrazine 3b were found to undergo intramolecular [4+ 2] cycloaddition above 140° C and the pyridopyridazines 12 were isolated. The corresponding hydrazones 8b and 8c from N- ...