Synthesis of new chloroaryl-containing sulfonylamides of isoxazole series via ring-closing metathesis

TitleSynthesis of new chloroaryl-containing sulfonylamides of isoxazole series via ring-closing metathesis
Publication TypeJournal Article
Year of Publication2015
AuthorsPavliuk, OV, Bezugly, Yu.V, Holovatiuk, VM, Kashkovsky, VI
Abbreviated Key TitleDopov. Nac. akad. nauk Ukr.
DOI10.15407/dopovidi2015.10.064
Issue10
SectionChemistry
Pagination64-71
Date Published10/2015
LanguageUkrainian
Abstract

A number of new chloroaryl-containing sulfonyl chlorides of isoxazole series that have been converted into the corresponding diallyl sulfonamides was synthesized by means of oxidative chlorination. The ring-closing metathesis reaction of obtained sulfonamides was conducted with the help of the ruthenium carbene catalyst. A number of new, potentially bioactive, pyroline-containing choroarylsubstituted sulfonylamide derivatives of isoxazole was synthesized.

Keywordsisoxazole, metathesis, ruthenium carbene catalyst, sulfonamide, sulfonylchloride
References: 
  1. Bekhit A. A., Ashour H. M., Guemei A. A. Arch. Pharm. (Weinheim), 2005, 338, No 4: 167–174. https://doi.org/10.1002/ardp.200400940
  2. Carr J. B., Durham H. G., Has D. K. J. Med. Chem., 1977, 20, No 7: 934–939. https://doi.org/10.1021/jm00217a014
  3. Hemlata K., Sunil K., Ashok K. Chem. Tech., 2010, 2, No 2: 1010–1019.
  4. Hae Y. S., Eun J. L., Jie E. L., Yong S. C., Hun Y. K., Hyunah C. Bull. Korean Chem. Soc., 2009, 30, No 8: 1873–1876. https://doi.org/10.5012/bkcs.2009.30.8.1873
  5. Sahu S. K., Banerjee M., Sahu D., Behera C. C., Pradhan G. C., Azam Md. A. Dhaka Univ. J. Pharm. Sci., 2008, 7, No 2: 113–118.
  6. Jadhav S. B., Shastri R. A., Gaikwad K. V., Gaikwad S.V. E-J. Chem., 2009, 6, supp. 1: 183–188.
  7. Loh B., Vozzolo L., Mok B. J., Lee C. C., Fitzmaurice R. J., Caddick S., Fassati A. Chem. Biol. Drug., 2010, 75: 461–474. https://doi.org/10.1111/j.1747-0285.2010.00956.x
  8. Pavliuk O. V., Holovatiuk V. M., Bezugly Yu. V., Kashkovsky V. I. Dopov. Nac. akad. nauk Ukr., 2015, No 3: 127–134. (in Ukrainian)
  9. Schanz H. J., Jafarpour L., Stevens E. D., Nolan S. P. Organometallics, 1999, 18, No 24: 5187–5190. https://doi.org/10.1021/om9906316