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The photolysis of β-ketosulphones: An intramolecular rearrangement

✍ Scribed by C.L. McIntosh; P. de Mayo; R.W. Yip

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
245 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

Sulphenes, RR'C =SO,, were first suggested as chemical intermediates by Wedekind and Schenk in 1911. ' Although no stable substance z 3 of this type has yet been isolated, several studies have made their transient existence highly probable. There was, however, and still is, a need for a method of preparation of simple sulphenes under neutral aprotic conditions. The ultraviolet irradiation of S-ketosulphones bear-4 ing a hydrogen atom attached to the y-carbon atom, seemed a possible route: abstraction of the y hydrogen atom by the electron deficient oxygen of the excited carbonyl group, followed by Norrish Type II cleavage would produce a sulphene.

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