A Convenient Synthesis of 2-Azido and 2-Thiocyanato-2,3-Unsaturated Cyclic Ketones
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Date
2009
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
Tubitak Scientific & Technological Research Council Turkey
Access Rights
info:eu-repo/semantics/openAccess
Abstract
2-Azido and 2-thiocyanato-2,3-unsaturated ketones were synthesized by utilizing functionalization of 5- or 6-membered cycloalkane-1,2-diones, namely diosphenols, with dimethylthiocarbomoyl chloride, which activates the system towards reaction with nucleophiles in acidic conditions. Replacement of the enolic oxygen of the diosphenols with azide and thiocyanate may be achieved by treating their dimethylthiocarbamates with sodium azide or potassium thiocyanate in boiling acetonitrile/acetic acid.
Description
Keywords
Azides, Thiocyanates, Enols, Deoxygenation, 1,2-Cyclic Diketones, Diosphenols, Elaboration, Replacement
Journal or Series
Turkish Journal Of Chemistry
WoS Q Value
Q3
Scopus Q Value
Q3
Volume
33
Issue
1