Dioxygen mediated hydroacylation of vinyl sulfonates and sulfones on water

V Chudasama, RJ Fitzmaurice, JM Ahern…

Index: Chudasama, Vijay; Fitzmaurice, Richard J.; Ahern, Jenna M.; Caddick, Stephen Chemical Communications, 2010 , vol. 46, # 1 p. 133 - 135

Full Text: HTML

Citation Number: 30

Abstract

We were inspired by the recent work of Shapiro and Vigalok 11 describing the aerial oxidation of aldehydes to carboxylic acids and considered that we might be able to utilise similar conditions for the generation and trapping of acyl radicals for carbon–carbon formation. Thus we rapidly identified an operationally simple protocol for the hydroacylation of vinyl sulfonate 1a with butanal2a on water at room temperature to give hydroacylation product 3a in good yield ( ...

Related Articles:

Ethane-1, 2-and propane-1, 3-disulfonic acids and anhydrides

[McElvain; Jelinek; Rorig Journal of the American Chemical Society, 1945 , vol. 67, p. 1578,1580]

Ethane-1, 2-and propane-1, 3-disulfonic acids and anhydrides

[McElvain; Jelinek; Rorig Journal of the American Chemical Society, 1945 , vol. 67, p. 1578,1580]

Aliphatic sulfonyl compounds. IX. Polar effects in ethylene-and 2-propene-1-sulfonyl chlorides

[Preston,J.; Scott,R.B. Journal of Organic Chemistry, 1968 , vol. 33, p. 4343 - 4346]

Aliphatic sulfonyl compounds. IX. Polar effects in ethylene-and 2-propene-1-sulfonyl chlorides

[Preston,J.; Scott,R.B. Journal of Organic Chemistry, 1968 , vol. 33, p. 4343 - 4346]

More Articles...