Mesut BOZ, Ömer Zaim And Hilal ESEN, Ömer ZAİM, Hilal ESEN

6416

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

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.
Anahtar Kelimeler:

Azides, thiocyanates, enols, deoxygenation, 1, 2-cyclic diketones

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

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.
Keywords:

Azides, thiocyanates, enols, deoxygenation, 1, 2-cyclic diketones,

PDF
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
Arşiv
Sayıdaki Diğer Makaleler

Microwave-Assisted Synthesis of Some Metal-Free Phthalocyanine Derivatives and a Comparison with Conventional Methods of their Synthesis

Özlem SEVEN, Bircan Dindar And Burak GÜLTEKİN

Mild and Efficient Iodination of Aromatic Compounds with Trichloroisocyanuric Acid/I2/Wet SiO2 System

Batool AKHLAGHINIA, Marzieh RAHMANI

Quantitative structure-retention study of some 2,4-dioksotetrahydro-1,3-thiazole derivatives using the partial least squares method

Djakovıc Tatjana SEKULIC, Costel SARBU, Perisic Nada JANJIC, Lozanov Zagorka CRVENKOVIC

6-Ketomethyl Phenanthridine as a New Carrier in the Construction of a Highly Selective Fe(III) Ion-Selective Membrane Electrode

Ramin MALEKI, Reza HOSSEINZADEH, Hossein MEHRABI, Ali HASSANZADEH, Khalil FARHADI

Quantitative Structure--Retention Study of Some 2,4-dioksotetrahydro- 1,3--thiazole Derivatives Using the Partial Least Squares Method

Tatjana DJAKOVIC SEKULIC, Costel SRBU, Nada PERISIC JANJIC

CTAB-assisted hydrothermal synthesis and magnetic characterization of $Ni_x Co_{1-x}Fe_2O_4$ nanoparticles (x = 0.0, 0.6, 1.0)

Zehra DURMUŞ, Abdulhadi BAYKAL, Hüseyin KAVAS, Nermin KASAPOĞLU, Muhammet S. TOPRAK, Yüksel KÖSEOĞLU

Silver Ion-Assisted Ring Expansions in Different Solvent Systems

Mesut BOZ, Hafize ÇALIŞKAN, Ömer ZAİM

Mild and efficient iodination of aromatic compounds with trichloroisocyanuric acid /$I_2$ /Wet $SiO_2$ system

Marzieh RAHMANI, Batool AKHLAGHINIA

Bromination of Tetrachlorobenzobarrelene: Polyhalogenated Benzobicyclics

Mehmet Emin ŞENGÜL, Demet Demirci GÜLTEKİN, Selçuk EŞSİZ, Arif DAŞTAN

Synthesis and characterization of tetraoxime ligand, bis-(2E,3E.2'E)-3,3'-(1,2-phenylene-dinitrilo) dibutan-2- one dioxime) and its dinuclear and tetranuclear copper (II) /nickel (II) complexes

Nevin KARABÖCEK, Serdar KARABÖCEK, Pınar EKMEKÇİOĞLU, Aslıgül KÜÇÜKDUMLU