Literature DB >> 23975595

Synthesis of chromeno[3,4-B]quinoline derivatives by heterogeneous [Cu(II)BHPPDAH] catalyst without being immobilized on any support under mild conditions using PEG 300 as green solvent.

Hashem Sharghi1, Reza Khalifeh, Zahra Rashidi.   

Abstract

The efficient synthesis of chromeno[3,4-[Formula: see text]]quinoline derivatives by condensation of O-propargylated salicylaldehyde, or corresponding compounds and primary aromatic amine derivatives using a catalytic amount of heterogeneous Cu(II)BHPPDAH complex without being immobilized on any supports (5.0 mol%) in PEG 300 as a "green" solvent is described. The remarkable features of this protocol are good to high yields in all cases, short reaction times, a cleaner reaction profile in an environmentally benign solvent (PEG 300), and the method is applicable to large-scale operation without any problem. Furthermore, the catalyst was quantitatively recovered from the reaction mixture by simple filtration and reused at least seven times with almost consistent activity.

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Year:  2013        PMID: 23975595     DOI: 10.1007/s11030-013-9468-4

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  12 in total

1.  A Highly Efficient and Practical Synthesis of Chromene Derivatives Using Ring-Closing Olefin Metathesis.

Authors:  Sukbok Chang; Robert H. Grubbs
Journal:  J Org Chem       Date:  1998-02-06       Impact factor: 4.354

2.  Solvent-free organic synthesis.

Authors:  K Tanaka; F Toda
Journal:  Chem Rev       Date:  2000-03-08       Impact factor: 60.622

Review 3.  Supercritical fluid extraction: Recent advances and applications.

Authors:  Miguel Herrero; Jose A Mendiola; Alejandro Cifuentes; Elena Ibáñez
Journal:  J Chromatogr A       Date:  2009-12-06       Impact factor: 4.759

4.  A practical and scaleable synthesis of A-224817.0, a novel nonsteroidal ligand for the glucocorticoid receptor.

Authors:  Yi-Yin Ku; Tim Grieme; Prasad Raje; Padam Sharma; Howard E Morton; Mike Rozema; Steve A King
Journal:  J Org Chem       Date:  2003-04-18       Impact factor: 4.354

5.  Synthesis and characterization of non-steroidal ligands for the glucocorticoid receptor: selective quinoline derivatives with prednisolone-equivalent functional activity.

Authors:  M J Coghlan; P R Kym; S W Elmore; A X Wang; J R Luly; D Wilcox; M Stashko; C W Lin; J Miner; C Tyree; M Nakane; P Jacobson; B C Lane
Journal:  J Med Chem       Date:  2001-08-30       Impact factor: 7.446

6.  2H-Chromenes from salicylaldehydes by a catalytic petasis reaction

Authors: 
Journal:  Org Lett       Date:  2000-12-14       Impact factor: 6.005

7.  ERbeta ligands. Part 6: 6H-Chromeno[4,3-b]quinolines as a new series of estrogen receptor beta-selective ligands.

Authors:  An T Vu; Alison N Campbell; Heather A Harris; Rayomand J Unwalla; Eric S Manas; Richard E Mewshaw
Journal:  Bioorg Med Chem Lett       Date:  2007-05-04       Impact factor: 2.823

8.  Synthesis and antirhinovirus activity of new 3-benzyl chromene and chroman derivatives.

Authors:  Cinzia Conti; Nicoletta Desideri
Journal:  Bioorg Med Chem       Date:  2009-04-01       Impact factor: 3.641

9.  5-benzylidene-1,2-dihydrochromeno[3,4-f]quinolines as selective progesterone receptor modulators.

Authors:  Lin Zhi; Christopher M Tegley; Barbara Pio; James P Edwards; Mehrnouch Motamedi; Todd K Jones; Keith B Marschke; Dale E Mais; Boris Risek; William T Schrader
Journal:  J Med Chem       Date:  2003-09-11       Impact factor: 7.446

10.  Antioxidant activity of mojabanchromanol, a novel chromene, isolated from brown alga Sargassum siliquastrum.

Authors:  Sun Hee Cho; Ji Young Cho; Se Eun Kang; Yong Ki Hong; Dong Hyun Ahn
Journal:  J Environ Biol       Date:  2008-07
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  1 in total

1.  Application of a new phosphorus-free palladium heterogeneous nanocatalyst supported on modified MWCNT the highly selective and efficient cleavage of propargyl, allyl, and benzyl phenol ethers under mild conditions.

Authors:  Hashem Sharghi; Abbas Khoshnood; Reza Khalifeh; Mohammad Mehdi Doroodmand
Journal:  Mol Divers       Date:  2015-04-17       Impact factor: 2.943

  1 in total

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