Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 6
259
Views
32
CrossRef citations to date
0
Altmetric
Original Articles

Microwave Assisted Synthesis of Fluorinated Hexahydro 1,3,5‐Triazine Derivatives in Aqueous Medium and One Pot Synthesis of 1,2,4‐Triazolo(4,3‐a)1,3,5‐triazines

, &
Pages 1141-1155 | Received 02 Dec 2003, Published online: 21 Aug 2006

References

  • Peterson , H. 1973 . Synthesis of cyclic ureas by a‐ureidoalkylation . Synthesis , 27 : 243
  • Hardies , D. E. and Krass , D. K. 1979 . Chem. Abstr. , 91 U.S. Pat, 1979, 4, 150, 220; 57063f
  • Hardies , D. E. 1979 . Chem. Abstr. , 91 U.S. Pat, 1979, 4, 152, 516; 57062e
  • Knapp , S. , Hale , J. J. , Bastos , M. , Gibson , F. S. and Yuchme , K. 1992 . Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection . J. Org. Chem. , 57 : 6239
  • Knapp , S. , Hale , J. J. , Bastos , M. and Gibson , F. S. 1990 . Amino protection using triazones . Tetrahedron Lett. , 31 : 2109 [CROSSREF]
  • Jasys , V. J. , Kelbaruh , P. R. , Nason , D. M. , Phillips , D. , Saccomano , N. A. and Volkmann , R. A. 1988 . The total synthesis of argiotoxins 636, 659 and 67 . Tetrahedron Lett. , 29 : 6223 [CROSSREF]
  • Carboni , B. , Vaultier , M. and Carrie , R. 1987 . Tetrahedran Lett. , 28 : 1279
  • Begeron , R. J. and McManis , J. S. 1988 . Reagents for the stepwise functionalization of spermine . J. Org. Chem. , 53 : 3108
  • Knapp , S. and Levorse , A. T. 1987 . Stereocontrolled synthesis of diamines from iodolactams . Tetrahedron Lett. , 28 : 3213 [CROSSREF]
  • Hawkins , E. F. 1989 . Chem. Abstr. , 110 U.S. Pat 1988, 4, 778, 510; 94020w
  • Kawashima , S. , Matsuno , T. , Yaguchi , S. , Watanable , T. and Inaba , M. 1999 . Chem. Abstr. , 130 PCT Int. Appl. Wo, 99, 05, 138; 153673c
  • Leroux , F. , Van Keulen , B. J. , Daliers , J. , Porrmury , N. and Henichart , J. P. 1999 . Phosphodiesterase 4 inhibitors as airways smooth muscle relaxant agents: synthesis and biological activities of triazine derivatives . Biorg. Med. Chem. , 7 : 509 – 516 . [CROSSREF]
  • Springer , H. and Hussong , K. 1990 . Chem. Abstr. , 112 Eur Pat. 1988, 3, 800 690; 58217y
  • Poyser , J. P. , Telford , B. , Timms , D. , Block , M. H. and Hales , N. J. 1999 . Chem. Abstr. , 130 PCT Int. Appl. Wo, 99, 01, 442; 125099 y
  • Bhavsar , N. H. , Mistry , B. D. and Desai , K. R. 1990 . Asian J. Chem. , 11 : 65
  • Kawashima , S. , Matsuno , T. , Yaguchi , S. , Watanable , T. and Inaba , M. 1999 . Chem. Abstr. , 130 PCT Int. Appl. Wo, 99, 05, 138; 153678z
  • Kukla , M. J. , Ludovice , D. W. , Kahash , R. W. , Heeres , J. and Janssen , P. A. 1999 . Chem. Abstr. , 131 Eur. Pat. Appl. 79, 633, 447; 243290x
  • Kuboyama , N. , Korzumi , K. , Yamashita , O. , Wakabayashi , O. , Tomano , K. and Hattou , T. 1999 . Chem. Abstr. , 131 Jpn. Kokai Tokkyo Koho, JP. 99, 246, 528; 199710h
  • Fuehrer , W. , Kuehle , E. , Alder , A. and Haenssler , G. 1990 . Chem. Abstr. , 112 U.S., 4, 839, 359; 118857
  • Dandia , A. , Khanna , S. and Joshi , K. C. 1991 . Reaction of fluorinated isatins with 2‐aminophenol and synthesis of novel pentacyclic ring system . J. Ind. Chem. , 30B : 469 and reference therein
  • Filler , R. 1974 . Fluorinated compounds of medicinal interest . Chem. Tech. , 4 : 752
  • Tarnow , H. , Bassner , B. , Luerseen , K. , Santel , H. J. and Schmidt , R. R. 1990 . Chem. Abstr. , 113 Ger. offen DE, 3, 900, 300; 212024 m
  • Springer , H. , Hussong , K. , Hachnle , R. and Russ , W. 1990 . Chem. Abstr. , 113 Ger. offen DE, 3, 825, 658; 61299 c
  • Eisa , H. M. , Ismaiel , A. M. , Bayomi , S. M. and Yousif , M. Y. 1988 . Synthesis and antimicrobial testing of 2‐amino‐4‐(p‐fluoro‐m‐notroanilino)‐6‐substituted‐s‐triazines . Pak. J. Sci. Ind. Res. , 31 : 474 [CSA]
  • Abou‐ouf , A. , El‐Kerdawy , M. , Tantway , A. and Eisa , H. 1983 . Synthesis, spectroscopic and antimicrobial testing of some ‐s‐triazine derivatives . Egypt. J. Pharm. Sci. , 24 : 313
  • Wills , C. R. , Brewer , S. A. and Jones , B. G. 1999 . Chem. Abstr. , 130 PCT Int. Appl WO 9905, 127; 154391t
  • Clemons , D. H. and Emmons , W. D. 1961 . Reactions of N‐alkylazomethines and enamines with isocyanates and isothiocyanates . J. Org. Chem. , 26 : 767
  • Hermken , S. P. , Ottenheijm , H. and Ress , D. 1997 . Microwave in organic synthesis . Tetrahadron , 53 : 5643 [CROSSREF]
  • Rebek , J. , Brown , D. and Zimmerman , S. 1975 . Green chemical syntheses and processes . J. Am. Chem. Soc. , 29 : 112
  • Rostmizadeh , S. 2002 . Synthesis of 1(p‐tosyl)pyrazolo(1,5‐a)pyrimidines and pyrazolo(1,5‐c) 1,2,4‐triazine . Synth. Commun. , 32 : 1899 – 1902 . [CROSSREF]
  • Diaz‐Ortiz , A. 2002 . Synthesis of 1,3,5‐triazines in solvent‐free conditions catalysed by silica‐supported Lewis acids . Green Chem. , 4 : 339 – 343 . [CROSSREF]
  • Jeselnik , M. , Varma , R. S. , Polanc , S. and Kocevar , M. 2002 . Solid‐state synthesis of heterocyclic hydrazones using microwaves under catalyst‐free conditions . Green Chem. , 4 : 35 [CROSSREF]
  • Lidström , P. , Tierney , J. , Wathey , B. and Westman , J. 2001 . Microwave assisted organic synthesis—a review . Tetrahedron , 57 : 9225 [CROSSREF]
  • Loupy , A. and Perreux , L. 2001 . A tentative rationalization of microwave effects in organic synthesis according to the reaction medium, and mechanistic considerations . Tetrahedron , 57 : 9199 [CROSSREF]
  • Hoz , A. de la , D‐Ortis , A. , Moreno , A. and Langa , F. 2000 . Cycloadditions under microwave irradiation conditions: methods and applications . Microreview Eur. J. Org. Chem. , : 3659
  • Deshayes , S. , Liagre , M. , Loupy , A. , Luche , J. and Petit , A. 1999 . Microwave activation in phase transfer catalysis . Tetrahedron , 55 : 10851 [CROSSREF]
  • Grieco , P. A. 1998 . “ Organic ” . In Synthesis in Water Vol. 250 , 1 – 41 . New York : Chapman and Hall .
  • Breslow , R. 1991 . Hydrophobic effects on simple organic reactions in water . Acc. Chem. Res. , 24 : 159
  • Grieco , P. A. 1991 . Organic chemistry in unconventional solvents . Aldrichima Acta , 24 : 59
  • Grieco , P. A. , Brandes , E. B. , McCann , S. and Clark , J. D. 1989 . Water as a solvent for the Claisen rearrangement: practical implications for synthetic organic chemistry . J. Org. Chem. , 54 : 5489
  • Dandia , A. , Sati , M. and Loupy , A. 2002 . Dry‐media one‐pot syntheses of fluorinated‐2,3‐dihydro‐1,5‐benzothiazepines under microwave activation . Green Chem. , 4 : 599 [CROSSREF]
  • Dandia , A. , Singh , R. and Arya , K. 2003 . Solvent free synthesis of new spiro [3H‐indole‐3,2'‐thiazolidine]derivatives . OPPI , 35 ( 20 ) : 387
  • Dandia , A. , Sati , M. and Loupy , A. 2003 . One‐pot dry media synthesis of new tetracyclic 1,5‐benzothiazepines under microwave activation . Heterocycles , 60 ( 3 ) : 295
  • Dandia , A. , Taneja , H. and Singh , R. 2000 . Montmorillonite catalysed synthesis of novel spiro [3H‐indole‐3,3'‐[3H‐1,2,4]triazol]‐2 (1H) ones in dry media under microwave irradiation . J. Chem. Res. (S) , : 272
  • Dandia , A. , Sachdeva , H. and Singh , R. 2001 . Improved syntheses of 3'‐spiro‐indolines in dry media under microwave irradiation . Synth. Commun. , 31 : 1879 [CROSSREF]

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.