Download PDF
Synlett 1999; 1999(11): 1739-1742
DOI: 10.1055/s-1999-2934
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

The First Synthesis of α,β-Acetylenic Thioketones and Thioaldehydes

Alessandro Degl'Innocenti* , Antonella Capperucci, Patrizia Scafato, Tommaso Mecca, Gianna Reginato, Alessandro Mordini
  • *Centro C.N.R. Composti Eterociclici, c/o Dipartimento di Chimica Organica, via G. Capponi 9, 50100 Firenze, Italy; Fax +39 0 55 2 47 69 64; E-mail: degli@chimorg.unifi.it
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reaction of several β-silyl acetylenic ketones with hexamethyldisilathiane (HMDST) in the presence of TfOTMS affords a simple and direct entry to silylated acetylenic thioketones and, after desilylation, to the corresponding unsubstituted α,β-unsaturated thioketones. The procedure similarly affords the first synthesis of an acetylenic thioaldehyde.

alkynes - cycloadditions - silicon - thionation - thiocarbonyl