Tetrahedron p. 5615 - 5624 (1991)
Update date:2022-07-29
Topics:
Clarke, Simon J.
Gilchrist, Thomas L.
Lemos, Americo
Roberts, Tony G.
Three hydrazones of ethyl bromopyruvate, the dinitrophenylhydrazone 2a, the toluene-4-sulphonylhydrazone 2b and the t-butoxycarbonylhydrazone 2c, have been reacted with a series of nucleophilic alkenes and heterocycles in the presence of sodium carbonate.Azoalkenes 3 are presumed as intermediates and adducts have been isolated.The azoalkenes derived from hydrazones 2a and 2c are found to be useful electrophiles and electrophilic dienes.Keywords: Azoalkenes; cycloaddition; ethyl bromopyruvate hydrazones; indoles; tetrahydropyridazines
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