Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 22
108
Views
9
CrossRef citations to date
0
Altmetric
Original Articles

Efficient One‐Step Synthesis of a Key Intermediate for the Synthesis of Azole Antifungals Using the Mitsunobu Protocol

, , , &
Pages 2939-2943 | Received 13 May 2005, Published online: 22 Aug 2006

References

  • Scheiye , S. , Pederson , B. S. and Lawesson , S.‐O. 1978 . Studies in organophosphorous compounds XXI. The dimmer of p‐methoxyphenylthionophosphine sulfide as thiation reagent. A new route to thiocaroxamides . Bull. Soc. Chim. Belg. , 87 : 229 – 238 .
  • Cava , M. P. and Levinson , M. I. 1985 . Tetrahedron , 41 : 5061 – 5087 . Thionation reactions of Lawesson's reagents.
  • Yokoyama , M. , Kasegawa , Y. , Hatanaka , H. , Kawazoe , Y. and Imamoto , T. 1984 . Improved O/S exchange reagents . Synthesis , : 827 – 829 .
  • Kitazaki , T. , Tamura , N. , Tasaka , A. , Matsushita , Y. , Hayashi , R. , Okonogi , K. and Itoh , K. 1996 . Optically active antifungal azoles. VI. Synthesis and antifungal activity of N‐[(1R,2R)‐2‐(2,4‐difluorophenyl)‐2‐hydroxy‐1‐methyl‐3‐(1H‐1,2,4‐triazol‐1‐yl)-propyl]‐N′‐(4 ‐ substituted phenyl)‐3(2H,4H)‐1,2,4‐triazolones and 5(1H,4H)‐tetrazolones . Chem. Pharm Bull. , 44 : 314 – 327 .
  • Tasaka , A. , Kitazaki , T. , Tsuchimori , N. , Matsushita , Y. , Hayashi , R. , Okonogi , K. and Itoh , K. 1997 . Optically active antifungal azoles. VII. Synthesis and antifungal activity of sterreoisomers of 2‐[(1R,2R)‐2‐(2,4‐difluorophenyl)‐2‐hydroxy‐1‐methyl‐3‐(1H‐1,2,4‐triazol‐1‐yl)propyl]‐4‐[4‐(2,2,3,3‐tetrafluoropropoxy) phenyl]‐3(2H,4H)‐1,2,4‐triazolone . Chem. Pharm. Bull. , 45 : 321 – 326 .
  • Singh , I. P. , Sidhu , I. , Palak , B. and Micetich , R. G. Asymmetric synthesis of 2‐(2,4‐difluorophenyl)‐1‐heterocyclyl‐1‐ylbutan‐2,3‐diols . US patent 6133485 . Oct. 17, 2000 .
  • Luh , T.‐Y. and Fung , S. K. 1979 . A convenient one‐pot synthesis of N‐alkylanilines from benzanilides . Synth. Commun. , 9 : 757 – 763 .
  • Yamawaki , J. , Ando , T. and Hanafusa , T. 1981 . N‐Alkylation of amides and N‐heterocycles with potassium fluoride on alumina . Chem. Lett. , : 1143 – 1146 .
  • Gajda , T. , Koziara , A. , Zawadzki , S. and Zwierzak , A. 1979 . Phase transfer catalysed N‐alkylation of N‐substituted formamides: An alternative procedure for the Ritter reaction . Synthesis , : 549 – 552 .
  • Mulzer , J. and Brand , C. 1986 . Enantioselective syntheses of D‐ and L‐ribo‐ and arabino‐C18‐phytosphingosine from (R)‐2,3‐O‐isopropylideneglyceraldehyde . Tetrahedron , 42 : 5961 – 5968 .
  • Speckamp , W. N. and Hiemstra , H. 1985 . Intramolecular reactions of N‐acyliminium intermediates . Tetrahedron , 41 : 4367 – 4416 .
  • Bose , A. K. , Manhas , M. S. , Sahu , D. P. and Hegde , V. R. 1984 . Stereospecific cyclisation of β‐hydroxy aryl amides to β‐lactams . Can. J. Chem. , 62 : 2498 – 2505 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.