Ultrasound promoted hypervalent iodine reactions: (α-tosyloxylation of ketones with [hydroxy(tosyloxy)iodo]benzene
1992; Elsevier BV; Volume: 33; Issue: 50 Linguagem: Inglês
10.1016/0040-4039(93)88006-5
ISSN1873-3581
AutoresAtilla Tuncay, John A. Dustman, G. H. Fisher, Crystal I. Tuncay, Kenneth S. Suslick,
Tópico(s)Plant-based Medicinal Research
ResumoUltrasound enhances substantially the rates of α-tosyloxylation of ketones with [hydroxy(tosyloxy)iodo] benzene and thus provides a direct, quick, and mild method of tosyloxylation of ketones without the generation of time-consuming intermediates such as trimethylsilyl enol ether derivatives and α-hydroxy ketones. The present method also provides convenient access to the tosylates of alicyclic ketones such as cyclopentanone and cycloheptanone which are otherwise very difficult to obtain.
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