A Convenient Synthesis of 2-Azido and 2-Thiocyanato-2,3-Unsaturated Cyclic Ketones

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Date

2009

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

Citation