Furan derivatives—LXXVII : Synthesis and study of sulphides and sulphones of 5-nitrofuran series

作者: R. Kada , V. Knoppová , A. Jurášek , J. Kováč

DOI: 10.1016/0040-4020(76)85021-1

关键词:

摘要: Abstract Two series of 5-nitro-2-furfurylarylsulphides 4a–4f and 5-nitro-2-furfurylarylsulphones 5a–5g were prepared by the reaction 5-nitrofurfurylbromide 1 with 4-substituted thiophenols 2a–2f benzenesulphinic acids 3a–3g , respectively. In these compounds transmission polar effects substituents -S- SO 2 groups, respectively, was found to take place. p K Values studied has been determined spectroscopically.

参考文章(9)
Ronald T. Amel, Patrick J. Marek, Substituent effects in sulfone carbanions Journal of Organic Chemistry. ,vol. 38, pp. 3513- 3516 ,(1973) , 10.1021/JO00960A017
V. Baliah, Sp. Shanmuganathan, Kinetics of bromine addition to some unsaturated sulfones The Journal of Physical Chemistry. ,vol. 63, pp. 2016- 2018 ,(1959) , 10.1021/J150582A009
M. Uher, J. Jendrichovský, Über 4-isothiocyanatophenyl-2-substituierte Äthylsulfide und -Sulfone Collection of Czechoslovak Chemical Communications. ,vol. 38, pp. 289- 293 ,(1973) , 10.1135/CCCC19730289
A. Jurášek, J. Kováč, A. Krutošíková, M. Hrdina, Furan derivatives. XL. Synthesis of 5-nitro-2-substituted furans on the basis of 5-nitrofurfuryl nitrate Collection of Czechoslovak Chemical Communications. ,vol. 37, pp. 3144- 3147 ,(1972) , 10.1135/CCCC19723144
V. Knoppová, A. Jurášek, J. Kováč, M. Guttmann, Kinetics of condensation of 5-nitrofurfuryl sulfones with aldehydes Collection of Czechoslovak Chemical Communications. ,vol. 40, pp. 399- 404 ,(1975) , 10.1135/CCCC19750399
Sp. Shanmuganathan, V. Subramanian, Kinetics of bromine addition to unsaturated sulphones. Part 2.—Effect of conjugation Trans. Faraday Soc.. ,vol. 63, pp. 911- 914 ,(1967) , 10.1039/TF9676300911
H. P. Koch, 93. Absorption spectra and structure of organic sulphur compounds. Part IV. Unsaturated sulphones Journal of the Chemical Society (Resumed). pp. 408- None ,(1949) , 10.1039/JR9490000408
Ludwig Gattermann, Ueber den Ersatz der Diazogruppe durch den Sulfinsäurerest European Journal of Inorganic Chemistry. ,vol. 32, pp. 1136- 1159 ,(1899) , 10.1002/CBER.189903201184