Formation of 1,2,5‐Oxadiazole, Isoxazole, Isothiazole, 1,2,3‐Triazole, and Pyrrole Rings from N‐(5,5‐Dimethyl‐3‐oxocyclohexenyl)‐S,S‐diphenylsulfilimine

References

• Taylor , P. C. 1999 . Sulfimides: Applications in stereoselective synthesis . Sulfur Reports , 21 : 241 – 280 . Reviews on sulfilimines
   Google Scholar
• Gilchrist , T. L. and Moody , C. J. 1977 . The chemistry of sulfilimines . Chem. Rev. , 77 : 409 – 435 .
   Web of Science ®Google Scholar
• Lakeev , S. N. , Maydanova , I. O. , Galin , F. Z. and Tolstikov , G. A. 2001 . Sulfur ylides in the synthesis of heterocyclic and carbocyclic compounds . Russian Chem. Rev. , 70 : 655 – 672 .
   Google Scholar
• Koval , I. V. 1993 . Advances in the chemistry of sulfimides and related compounds . Sulfur Reports , 14 : 149 – 221 .
   Google Scholar
• Matsumoto , N. and Takahashi , M. 2002 . Ring closure reactions of β‐nitroso‐, β‐acyl‐, and β‐thiocarbamoyl‐α, β‐unsaturated sulfilimines. Synthesis of [1,2,5]oxadiazolo[3,4‐d]‐, isoxazolo[3,4‐d]‐, and isothiazolo[3,4‐d]pyrimidines from uracil . Tetrahedron , 58 : 10073 – 10079 .
   Google Scholar
• Matsumoto , N. and Takahashi , M. 2003 . Synthesis of 2H‐1,2,3‐triazolo[4,5‐d]pyrimidine‐5,7‐diones from uracils using cyclization reactions of β‐azo‐α, β‐unsaturated sulfilimines . Heterocycles , 60 : 2677 – 2684 .
   Google Scholar
• Matsumoto , N. and Takahashi , M. 2005 . Synthesis of pyrrolo[2,3‐d]pyrimidine‐2,4‐diones by sunlight photolysis of N‐(5‐vinyluracil‐6‐yl)sulfilimines . Tetrahedron Lett. , 46 : 5551 – 5554 .
   Google Scholar
• Stanovnik , B. and Svete , J. 2004 . Synthesis of heterocycles from alkyl 3‐(dimethylamino)propenoates and related enaminones . Chem. Rev. , 104 : 2433 – 2480 . Reviews on enaminoketones:
   PubMed Web of Science ®Google Scholar
• Negri , G. , Kascheres , C. and Kascheres , A. J. 2004 . Recent development in preparation, reactivity and biological activity of enaminoketones and enaminothiones and their utilization to prepare heterocyclic compounds . J. Heterocycl. Chem. , 41 : 461 – 491 .
   Web of Science ®Google Scholar
• Elassar , A.‐Z. A. and El‐Khair , A. A. 2003 . Recent developments in the chemistry of enaminones . Tetrahedron , 59 : 8463 – 8480 .
   Web of Science ®Google Scholar
• Greenhill , J. V. 1977 . Enaminones . Chem. Soc. Rev. , 16 : 277 – 294 .
   Google Scholar
• Mewshaw , R. E. 1989 . Vilsmeier reagents: Preparation of β‐halo‐α,β‐unsaturated ketones . Tetrahedron Lett. , 30 : 3753 – 3756 .
   Web of Science ®Google Scholar
• Tamura , Y. , Sumoto , K. , Matsushima , H. , Taniguchi , H. and Ikeda , M. 1973 . Reactions of N‐unsubstituted arylsulfilimines with acylating agents and with activated halobenzenes, alkynes, and alkenes . J. Org. Chem. , 38 : 4324 – 4328 .
   Web of Science ®Google Scholar
• Tamura , Y. , Miyamoto , T. , Eiho , J. , Taniguchi , H. , Nishimura , T. and Kita , Y. 1974 . Synthesis of ylides stabilized by the 3‐oxocyclohex‐1‐enyl group . J. Chem. Soc., Perkin Trans. 1 , : 105 – 107 .
   Google Scholar
• Šimůnek , P. , Pešková , M. , Bertolasi , V. , Lyčka , A. and Macháček , V. 2004 . Formation of pyridazinium salts by azo coupling of N‐substituted 3‐amino‐1‐phenylbut‐2‐en‐1‐ones and diazoniumu salts . Eur. J. Org. Chem. , : 5055 – 5063 .
   Google Scholar
• Gerus , I. I. , Gorbunova , M. G. and Kukhar , V. P. 1994 . β‐Ethoxyvinyl polyfluoroalkyl ketones—versatile synthones in fluoroorganic chemistry . J. Fluorine Chem. , 69 : 195 – 198 .
   Google Scholar
• Hojo , M. , Masuda , R. , Kokuryo , Y. , Shioda , H. and Matsuo , S. 1976 . Electrophilic substitutions of olefinic hydrogens, II: Acylation of vinyl ethers and N‐vinyl amides . Chem. Lett. , : 499 – 502 .
   Google Scholar