Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 24
787
Views
22
CrossRef citations to date
0
Altmetric
Original Articles

Solvent-Free One-Pot Synthesis of Spiro[indoline-3,4′(1H′)-pyrano[2,3-c]pyrazol]-2-one Derivatives by Grinding

, , , , &
Pages 3620-3626 | Received 26 Feb 2008, Published online: 22 Aug 2011

REFERENCES

  • (a) Kornet , M. J. ; Thio , A. P. Oxindole-3-spiropyrrolidines and -piperidines: Synthesis and local anesthetic activity . J. Med. Chem. 1976 , 19 , 892 – 898 ; (b) Cui , C. B. ; Kakeya , H. ; Osada , H. Novel mammalian cell cycle inhibitors, spirotryprostatins A and B, produced by Aspergillus fumigatus, which inhibit mammalian cell cycle at G2/M Phase . Tetrahedron 1996 , 52 , 12651 – 12666 ; (c) Rasmussen , H. B. ; Macleod , J. K. Total synthesis of donaxaridine . J. Nat. Prod. 1997 , 60 , 1152 – 1154 ; (d) Williams , R. M. ; Cox , R. J. Paraherquamides, brevianamides, and asperparalines: Laboratory synthesis and biosynthesis: An interim report . Acc. Chem. Res. 2003 , 36 , 127 – 139 .
  • (a) Hilton , S. T. ; Ho , T. C. T. ; Pljevaljcic , G. ; Jones , K. A new route to spirooxindoles Org. Lett . 2000 , 2 , 2639 – 2641 ; (b) Esmaili , A. A. ; Bodaghi , A. New and efficient one-pot synthesis of functionalized spirolactones mediated by vinyltriphenylphosphonium salts . Tetrahedron 2003 , 59 , 1169 – 1171 ; (c) Nair , V. ; Biju , A. T. ; Vinod , A. U. ; Suresh , E. Reaction of huisgen zwitterion with 1,2-benzoquinones and isatins: Expeditious synthesis of dihydro-1,2,3-benzoxadiazoles and spirooxadiazolines . Org. Lett. 2005 , 7 , 5139 – 5142 ; (d) Azizian , J. ; Hatamjafari , F. ; Karimi , A. R. Four component and solvent-free synthesis of some new spiro-1,4-dihydropyridines on solid support montmorillonite K10 . J. Heterocyclic Chem. 2006 , 43 , 1349 – 1352 .
  • (a) Chan , W. N. ; Evans , J. M. ; Hadley , M. S. ; Herdon , H. J. ; Jerman , J. C. ; Morgan , H. K. A. ; Stean , T. O. ; Thompson , M. ; Upton , N. ; Vong , A. K. Synthesis of novel trans-4-(substituted-benzamido)-3,4-dihydro-2H-benzo[b]pyran-3-ol derivatives as potential anticonvulsant agents with a distinctive binding profile. J. Med. Chem. 1996, 39, 4537–4539; (b) Fischer , C. ; Lipata , F. ; Rohr , J. The complete gene cluster of the antitumor agent gilvocarcin V and its implication for the biosynthesis of the gilvocarcins. J. Am. Chem. Soc. 2003, 125, 7818–7819; (c) Kemnitzer , W. ; Drewe , J. ; Jiang , S. ; Zhang , H. ; Wang , Y. ; Zhao , J. ; Jia , S. ; Herich , J. ; Labreque , D. ; Storer , R. ; Meerovitch , K. ; Bouffard , D. ; Rei , R. ; Denis , S. R. ; Meeroyitch , K. ; Bouffard , D. ; Rei , R. ; Denis , R. ; Blais , C. ; Lamothe , S. ; Attardo , G. ; Gourdeau , H. ; Tseng , B. ; Kasibhatla , S. ; Cai , S. X. Discovery of 4-aryl-4H-chromenes as a new series of apoptosis inducers using a cell- and caspase-based high-throughput screening assay, 1: Structure-activity relationships of the 4-aryl group. J. Med. Chem. 2004, 47, 6299–6310; (d) Demont , E. H. ; Harrity , J. P. A. Development of a stereoselective co-mediated dihydropyran ring contraction. Org. Lett. 2006, 8, 5597–5600.
  • Tanaka , K. ; Toda , F. Solvent-free organic synthesis Chem. Rev. 2000 , 100 , 1025 – 1074 .
  • (a) Bose , A. K. ; Pednekar , S. ; Ganguly , S. N. ; Chakrabory , G. ; Manhas , M. S. A simplified green chemistry approach to the biginelli reaction using grindstone chemistry . Tetrahedron Lett. 2004 , 45 , 8351 – 8353 ; (b) Ren , Z.-J. ; Cao , W.-G. ; Ding , W.-Y. ; Shi , W. Solvent-free stereoselective synthesis of cis-1-carbomethoxy-2-aryl-3,3-dicyanocyclopropanes by grinding . Synth. Commun. 2004 , 34 , 4395 – 4400 ; (c) Yusubov , M. S. ; Wirth , T. Solvent-free reactions with hypervalent iodine reagents . Org. Lett. 2005 , 7 , 519 – 521 ; (d) Hajipour , A. R. ; Falahati , A. R. ; Ruoho , A. E. An efficient and novel method for the synthesis of sulfinate esters under solvent-free conditions . Tetrahedron Lett. 2006 , 47 , 2717 – 2719 .
  • (a) Shawali , A. S. ; Abdallah , M. A. ; Zayed , M. M. A convenient one-pot synthesis and antimicrobial activity of pyrimido[1,2-b][1,2,4,5]tetrazines. J. Heterocycl. Chem. 2002 , 39 , 45 – 49 ; (b) Wang , W.-G. ; Yu , M. One-pot sequential Baylis-Hillman and Michael reactions . Tetrahedron Lett. 2004 , 45 , 7141 – 7143 ; (c) Xi , C.-J. ; Chen , C. ; Lin , J. ; Hong , X.-Y. Pd-catalyzed one-pot multicomponent coupling reaction for the highly regioselective synthesis of polysubstituted benzenes . Org. Lett. 2005 , 7 , 347 – 349 .
  • El-Latif , F. F. A. ; Gohar , A. E.-K. M. N. ; Fahmy , A. M. ; Badr , M. Z. A. Novel synthesis of furo[2,3-b]indole derivatives . Bull. Chem. Soc. Jpn. 1986 , 59 , 1235 – 1238 .
  • Anshu , D. ; Kapil , A. ; Meha , S. ; Rekha , S. Facile microwave-assisted one-pot solid-phase synthesis of spiro[3H-indole-3,4′-pyrazolo[3,4-b]pyridines] . Heterocycl. Commun. 2003 , 9 , 415 – 420 .

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.