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Synlett 2011(20): 2913-2928  
DOI: 10.1055/s-0031-1289558
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© Georg Thieme Verlag Stuttgart ˙ New York

The Advance and Application of Rare Earth Perfluorooctanoate [RE(PFO)3]

Jun Tang, Limin Wang*, Shengying Wu, Dan Mao
Shanghai Key Laboratory of Functional Materials Chemistry and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China
Fax: +86(21)64253881; e-Mail: wanglimin@ecust.edu.cn;
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Publication History

Received 15 June 2011
Publication Date:
25 October 2011 (online)

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Abstract

Synthesis and characterization of a new type of Lewis acid, rare earth metal perfluorooctanoate, as well as the recent development of multicomponent condensation reactions catalyzed by rare earth metal perfluorooctanoate has been introduced.

1 Introduction and Background

2 Synthesis and Characterization of Rare Earth Perfluoro­octanoate

2.1 Synthesis of Rare Earth Perfluorooctanoate

2.2 Characterization of Rare Earth Perfluorooctanoate

3 RE(PFO)3 in Organic Solvent

3.1 One-Pot Mannich Reaction

3.2 Condensations of Indole with Carbonyl Compounds

3.3 One-Pot Synthesis of Benzopyran Derivatives

3.4 One-Pot Synthesis of 2-Amino-3-Cyanopyridine Derivatives

4 RE(PFO)3 in Water

4.1 Doebner Reaction

4.2 Synthesis of Homoallylic Alcohols and Amines

5 RE(PFO)3 under Solvent-Free Conditions

5.1 Synthesis of α-Aminophosphonates

5.2 One-Pot Synthesis of Substituted Pyrazoles

5.3 A Revisit to the Hantzsch Reaction

5.4 One-Pot Fluorous Biginelli Reaction

6 Summary

Key words

rare earths - perfluorooctanoate - multicomponent condensation reaction - Lewis acids - homogeneous catalysis