Allyl phenyl sulfone

CLEAR COLOURLESS TO FAINTLY YELLOW LIQUID

Possible usages of allyl phenyl sulfone:

• It can undergo isomerization by the nonionic proazaphosphatrane catalysts under mild reaction conditions.
• It can react with epoxymesylate to give cycloalkane derivative. This method has been employed in the synthesis of marine eicosanoid bacillariolides I-III.
• It can undergo electrocatalytic additions to vinyl sulfones catalyzed by an electrogenerated base.

Allyl phenyl sulfone could be used as metalated derivatives serve as ambident nucleophiles; reacts as a 1,1-allylic dianion or 1,1-allylic dipole equivalent[1].

The Preparative Method of Allyl phenyl sulfone: from Allyl Bromide and benzenesulfinate in ethanol according to the original procedure is most straightforward and avoids the use of strong-smelling thiols.

1. (a) Magnus, P. D. T 1977, 33, 2019. (b) Block, E. Reactions of Organosulfur Compounds; Academic Press: New York, 1978. (c) Biellmann, J.-F.; Ducep, J.-B. OR 1982, 27, 1.
2. Otto, R. LA 1894, 283, 18; Cope, A. C.; Morrison, D. E.; Field, L. JACS 1950, 72, 59. Vennstra, G. E.; Zwaneburg, B. S 1975, 519.