Variable reaction pathways for the action of polysulfide on Michael acceptors

RT LaLonde, RA Florence, BA Horenstein…

Index: LaLonde, Robert T.; Florence, Robert A.; Horenstein, Benjamin A.; Fritz, Richard C.; Silveira, Linda; et al. Journal of Organic Chemistry, 1985 , vol. 50, # 1 p. 85 - 91

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Citation Number: 15

Abstract

a, p-Unsaturated enones and cinnamaldehyde are treated with ethanolic sodium polysulfide and the product mixtures are analyzed to ascertain the types of products. 2'- Methoxychalcone reacts to give a thiolane wherein C-2 of one chalcone unit forms a carbon- carbon bond with C-1 of the second unit. The structure of the product follows from spectral evidence and an X-ray diffraction study. Similarly chalcone in ethylene glycol gives a ...