Thermal fragmentation and rearrangement of β-ketosulfide and β-ketosulfone derivatives

Article abstract of DOI:10.1080/10426509708031588

Thermal fragmentation and rearrangement of neat phenacyl aryl sulfides I and II have been thoroughly investigated and found to involve cleavage of the C-S and C-C bonds followed by a series of H-abstraction, coupling, dimerization, rearrangement, and cyclization reactions. Also, in the presence of isoquinoline as a radical trap, I gave 1-phenyl- and 1-benzylisoquinoline in addition to the rearrangement products. Analogous results, beside SO₂ arylsulfonic acid and biaryl, were also obtained on heating phenacyl aryl sulfones III and IV in tetraline. A suitable mechanism has been suggested to account for the isolated products.

Full text of DOI:10.1080/10426509708031588

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Phosphorus, Sulfur, and Silicon and the
Related Elements
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THERMAL FRAGMENTATION AND
REARRANGEMENT OF β-KETOSULFIDE AND
β-KETOSULFONE DERIVATIVES
Abd El-Aal M. Gaber a
a Chemistry Department, Faculty of Science , Assiut University , Assiut,
71516, Egypt
Published online: 16 Feb 2007.
To cite this article: Abd El-Aal M. Gaber (1997) THERMAL FRAGMENTATION AND REARRANGEMENT OF β-
KETOSULFIDE AND β-KETOSULFONE DERIVATIVES, Phosphorus, Sulfur, and Silicon and the Related Elements,
129:1, 135-145, DOI: 10.1080/10426509708031588
To link to this article: http://dx.doi.org/10.1080/10426509708031588
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