An efficient and green La(OTf)3 catalyzed Petasis borono–Mannich reaction for the synthesis of tertiary amines

An efficient and green La(OTf)3 catalyzed Petasis borono–Mannich reaction for the synthesis of... Res Chem Intermed (2016) 42:7533–7549 DOI 10.1007/s11164-016-2551-6 An efficient and green La(OTf) catalyzed Petasis borono–Mannich reaction for the synthesis of tertiary amines 1 2 • • Bijivemula N. Reddy Chinthaparthi Radha Rani 1 1 S. M. Reddy Madhvesh Pathak Received: 7 February 2016 / Accepted: 18 April 2016 / Published online: 13 May 2016 Springer Science+Business Media Dordrecht 2016 Abstract A variety of tertiary amine derivatives have been prepared by a one-pot three- component Petasis borono–Mannich reaction of two different salicylaldehydes and 2-formylpyridine, substituted morpholine/piperidines and aryl boronic acids. These reactions were carried out under microwave irradiation using a catalytic amount of La(OTf) in a short reaction time. This procedure has the advantages of high conversions with excellent chemoselectivity. Graphical Abstract The attractive features of this methodology are simple procedure, green reaction, reusability and high efficiency of the catalyst and easy workability. & Madhvesh Pathak madhveshpathak@vit.ac.in School of Advanced Science, Vellore Institute of Technology, Vellore, Tamil Nadu 632014, India Department of Chemistry, Sri Venkateswara Degree and PG College, Kadapa, Andhra Pradesh 516003, India 123 7534 B. N. Reddy et al. Keywords 4-(5-methyl-2-phenyl-2H-1,2,4-triazol-3-yl) piperidine  La(OTf) 2-hydroxybenzaldehyde  PBM reaction Introduction Natural products, pharmaceutical agents and synthetic materials contain amine http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

An efficient and green La(OTf)3 catalyzed Petasis borono–Mannich reaction for the synthesis of tertiary amines

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Publisher
Springer Netherlands
Copyright
Copyright © 2016 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-016-2551-6
Publisher site
See Article on Publisher Site

Abstract

Res Chem Intermed (2016) 42:7533–7549 DOI 10.1007/s11164-016-2551-6 An efficient and green La(OTf) catalyzed Petasis borono–Mannich reaction for the synthesis of tertiary amines 1 2 • • Bijivemula N. Reddy Chinthaparthi Radha Rani 1 1 S. M. Reddy Madhvesh Pathak Received: 7 February 2016 / Accepted: 18 April 2016 / Published online: 13 May 2016 Springer Science+Business Media Dordrecht 2016 Abstract A variety of tertiary amine derivatives have been prepared by a one-pot three- component Petasis borono–Mannich reaction of two different salicylaldehydes and 2-formylpyridine, substituted morpholine/piperidines and aryl boronic acids. These reactions were carried out under microwave irradiation using a catalytic amount of La(OTf) in a short reaction time. This procedure has the advantages of high conversions with excellent chemoselectivity. Graphical Abstract The attractive features of this methodology are simple procedure, green reaction, reusability and high efficiency of the catalyst and easy workability. & Madhvesh Pathak madhveshpathak@vit.ac.in School of Advanced Science, Vellore Institute of Technology, Vellore, Tamil Nadu 632014, India Department of Chemistry, Sri Venkateswara Degree and PG College, Kadapa, Andhra Pradesh 516003, India 123 7534 B. N. Reddy et al. Keywords 4-(5-methyl-2-phenyl-2H-1,2,4-triazol-3-yl) piperidine  La(OTf) 2-hydroxybenzaldehyde  PBM reaction Introduction Natural products, pharmaceutical agents and synthetic materials contain amine

Journal

Research on Chemical IntermediatesSpringer Journals

Published: May 13, 2016

References

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