Research Article

An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst

Volume: 28 Number: 2 June 22, 2015
  • Majid Heravi
  • Zeinab Teymuri
  • Narges Karimi
  • Yahya Beheshtiha
  • Niloofar Tavakoli
EN

An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst

Abstract

Synthesis of spiro[diindenopyridine-indoline]-triones by one-pot condensation of 1,3-indandione, isatin and aniline by Brønsted acid ionic liquid (BAIL),1-(4-sulfonicacid)butyl-3-methylimidazolium hydrogen sulfate ([(CH2)4SO3HMIM][HSO4]), as reusable and an economical catalyst in water under reflux condition.

Keywords

References

  1. Li, C.J. and Chan, T.H. Organic reactions in aqueous media. Wiley, New York. Grieco, P.A. Thomson Science, Glasgow, Scotland. Li, C.J., “Organic Reactions in Aqueous Media with a Focus on Carbon−Carbon Bond Formations”, A Decade Update; Chem. Rev. 105: 3095-3166.
  2. Duan, X.H., Liu, X.Y., Guo, L.N., Liao, M.C., Liu, W.M. and Liang, Y.M., “Palladium- Catalyzed one- pot synthesis of highly substituted furans by a three- component annulation reaction”, J. Org. Chem. 70: 6980-6983 (2005).
  3. Zhu, J. Bienayme(Eds.), H., “Multicomponent Reactions”, Wiley-VCH, Weinheim, 2005.
  4. Wilcox, R.W, "The treatment of influenza in adults", Medical News, 15: 931-932 (1900).
  5. Junck, H., and Sterk, H. “Synthesen mit nitrilen, mitt.: die partielle retro-michael-addition von tetracyanäthylen an indandion-1,3”, Tetrahedron Lett. 40: 4309-4310 91968).
  6. Xue, J., Zhang, Y., Wang, X.I., Fun, H.K. and Xu, J.- H., “Photoinduced reactions of 1-Acetylisatin with Phenylacetylenes”, Org. Lett. 2: 2583-2586 (2000).
  7. Marti, C.; Carreira, E.M., “Inspiration from Natural Products”, Eur. J. Org. Chem. 2209-2219 (2003).
  8. Jain, N., Kumar, A.,Chauhan, S. and Chauhan, S.M.S., “Chemical and biochemical transformations in ionic liquids”, Tetrahedron 61: 1015-1060 (2005).

Details

Primary Language

English

Subjects

Engineering

Journal Section

Research Article

Authors

Majid Heravi This is me

Zeinab Teymuri This is me

Yahya Beheshtiha This is me

Niloofar Tavakoli This is me

Publication Date

June 22, 2015

Submission Date

September 10, 2013

Acceptance Date

-

Published in Issue

Year 2015 Volume: 28 Number: 2

APA
Heravi, M., Teymuri, Z., Karimi, N., Beheshtiha, Y., & Tavakoli, N. (2015). An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst. Gazi University Journal of Science, 28(2), 195-199. https://izlik.org/JA99FB73RP
AMA
1.Heravi M, Teymuri Z, Karimi N, Beheshtiha Y, Tavakoli N. An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst. Gazi University Journal of Science. 2015;28(2):195-199. https://izlik.org/JA99FB73RP
Chicago
Heravi, Majid, Zeinab Teymuri, Narges Karimi, Yahya Beheshtiha, and Niloofar Tavakoli. 2015. “An Economical and Green Synthesis of Spiro[diindeno [1,2- B:2,1-E]pyridine-11,3-Indoline]-Trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst”. Gazi University Journal of Science 28 (2): 195-99. https://izlik.org/JA99FB73RP.
EndNote
Heravi M, Teymuri Z, Karimi N, Beheshtiha Y, Tavakoli N (June 1, 2015) An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst. Gazi University Journal of Science 28 2 195–199.
IEEE
[1]M. Heravi, Z. Teymuri, N. Karimi, Y. Beheshtiha, and N. Tavakoli, “An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst”, Gazi University Journal of Science, vol. 28, no. 2, pp. 195–199, June 2015, [Online]. Available: https://izlik.org/JA99FB73RP
ISNAD
Heravi, Majid - Teymuri, Zeinab - Karimi, Narges - Beheshtiha, Yahya - Tavakoli, Niloofar. “An Economical and Green Synthesis of Spiro[diindeno [1,2- B:2,1-E]pyridine-11,3-Indoline]-Trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst”. Gazi University Journal of Science 28/2 (June 1, 2015): 195-199. https://izlik.org/JA99FB73RP.
JAMA
1.Heravi M, Teymuri Z, Karimi N, Beheshtiha Y, Tavakoli N. An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst. Gazi University Journal of Science. 2015;28:195–199.
MLA
Heravi, Majid, et al. “An Economical and Green Synthesis of Spiro[diindeno [1,2- B:2,1-E]pyridine-11,3-Indoline]-Trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst”. Gazi University Journal of Science, vol. 28, no. 2, June 2015, pp. 195-9, https://izlik.org/JA99FB73RP.
Vancouver
1.Majid Heravi, Zeinab Teymuri, Narges Karimi, Yahya Beheshtiha, Niloofar Tavakoli. An Economical and Green Synthesis of Spiro[diindeno [1,2- b:2,1-e]pyridine-11,3-indoline]-trione Derivatives through Multi-Component Reaction by Br¢nsted Acidic Ionic Liquid Catalyst. Gazi University Journal of Science [Internet]. 2015 Jun. 1;28(2):195-9. Available from: https://izlik.org/JA99FB73RP