Skip to main content
SpringerLink
Log in

Basic Functionalized Ionic Liquid Catalyzed One-pot Mannich-type Reaction: Three Component Synthesis of β-Amino Carbonyl Compounds

  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Summary.

Three-component Mannich-type reaction of cyclohexanone, aromatic aldehydes, and aromatic amines was catalyzed by a basic functionalized ionic liquid, 1-butyl-3-methylimidazolium hydroxide ([bmim][OH]), at room temperature to give various β-amino carbonyl compounds in high yields. The ionic liquid, which is environmentally friendly, can be recycled at least 5 times without significant loss of activity.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • a) Arend M, Westermann B, Rissch N (1998) Angew Chem Int Ed Engl 37: 1044; b) Davis FA, Zhang Y, Anilkumar G (2003) J Org Chem 68: 8061; c) Evans GB, Furneaux RH, Tyler PC, Schramm VL (2003) Org Lett 5: 3639; d) Rivera A, Quevedo R (2004) Tetrahedron Lett 45: 8335; e) Prukala D (2006) Tetrahedron Lett 47: 9045

  • a) Loh TP, Liung S, Tan K, Wei LL (2000) Tetrahedron 56: 3227; b) Phukan P, Kataki D, Chakraborty P (2006) Tetrahedron Lett 47: 5523; c) Yang YY, Shou WG, Wang YG (2006) Tetrahedron 62: 10079; d) Loh T, Chen S (2002) Org Lett 21: 3647

  • a) Akiyama T, Matsuda K, Fuchibe K (2005) Synlett 322; b) Manabe K, Mori Y, Kobayashi S (2001) Tetrahedron 57: 2537; c) Akiyama T, Takaya J, Kagoshima H (2001) Tetrahedron Lett 42: 4025

  • a) Hata S, Lguchi M, Tomioka K (2004) Org Lett 11: 1721; b) Takahashi E, Fujisawa H, Mukaiyama T (2004) Chem Lett 33: 936

  • a) Wang L, Han J, Sheng J, Tian H, Fan Z (2005) Catal Commun 6: 201; b) Yi WB, Cai C (2006) J Fluorine Chem 127: 1515

  • a) Ibrahem I, Zou W, Casas J, Cordova A (2006) Tetrahedron 62: 357; b) Kantam ML, Rajasekhar CV, Gopikrishna G, Reddy KR, Choudary BM (2006) Tetrahedron Lett 47: 5965

  • a) Li J, Peng Y, Song G (2005) Catal Lett 102: 159; b) Kabalka GW, Ven KB, Dong G (2004) Tetrahedron Lett 45: 729; c) Sahoo S, Joseph T, Halligudi SB (2006) J Mol Catal A: Chem 244: 179

  • a) Formentin P, Garcia H, Leyva A (2004) J Mol Catal A: Chem 214: 137; b) Chen H, Justes DR (2005) Org Lett 7: 3949

  • BC Ranu S Banerjee (2005) Org Lett 7 3049 Occurrence Handle10.1021/ol051004h Occurrence Handle1:CAS:528:DC%2BD2MXltVSltbc%3D

    Article  CAS  Google Scholar 

  • JM Xu BK Liu XF Lin (2006) J Org Chem 71 3991 Occurrence Handle10.1021/jo0600914 Occurrence Handle1:CAS:528:DC%2BD28XjtlOitL4%3D

    Article  CAS  Google Scholar 

  • Gong K, Wang HL, Fang D, Liu ZL (2007) Catal Commun, DOI: 10.1016/j.catcom.2007.07.010

  • Zhang SJ, Yuan XL, Chen YH, Zhang YQ CN (2005) 200510069408.5

Download references

Author information

Authors and Affiliations

  1. School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing, P.R. China

    Kai Gong, Dong Fang, Hua-Lan Wang & Zu-Liang Liu

Authors
  1. Kai Gong
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Dong Fang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Hua-Lan Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Zu-Liang Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zu-Liang Liu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gong, K., Fang, D., Wang, HL. et al. Basic Functionalized Ionic Liquid Catalyzed One-pot Mannich-type Reaction: Three Component Synthesis of β-Amino Carbonyl Compounds. Monatsh. Chem. 138, 1195–1198 (2007). https://doi.org/10.1007/s00706-007-0767-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-007-0767-2

Search

Navigation