Multicomponent reactions for facile access to coumarin-fused dihydroquinolines and quinolines: synthesis and photophysical studies

Md. Nasim Khan; Suman Pal; Shaik Karamthulla; Lokman H. Choudhury

doi:10.1039/c4nj00630e

journal article Jan 01, 2014

Multicomponent reactions for facile access to coumarin-fused dihydroquinolines and quinolines: synthesis and photophysical studies

Md. Nasim Khan

Suman Pal

Shaik Karamthulla Lokman H. Choudhury

New Journal of Chemistry Vol. 38 No. 10 pp. 4722-4729 · Royal Society of Chemistry (RSC)

View at Publisher Save 10.1039/c4nj00630e

Abstract

A three-component reaction of 4-hydroxycoumarin, aldehydes and aromatic amines in the presence of catalytic amounts of Bi(OTf)3 is reported. Photophysical studies of these molecules showed that coumarin-fused dihydroquinolines exhibit significant quantum yields.

Topics

No keywords indexed for this article. Browse by subject →

References

54

[1]

Brauch Chem. Soc. Rev. (2013) 10.1039/c3cs35505e

[2]

Chemistry and Biology Of Multicomponent Reactions

Alexander Dömling, Wei Wang, Kan Wang

Chemical Reviews 2012 10.1021/cr100233r

[3]

Slobbe Med. Chem. Commun. (2012) 10.1039/c2md20089a

[4]

J. Zhu and H.Bienayme , Multicomponent Reactions , Wiley-VCH , Weinheim , 2005 10.1002/3527605118

[5]

Sunderhaus Chem. – Eur. J. (2009) 10.1002/chem.200802140

[6]

Robert Curr. Pharm. Des. (2013) 10.2174/1381612811319100008

[7]

Kumar Mini-Rev. Med. Chem. (2009) 10.2174/138955709791012247

[8]

Okamura J. Nucl. Med. (2013) 10.2967/jnumed.112.117341

[9]

Synthesis and biological evaluation of novel angularly fused polycyclic coumarins

Imtyaz A. Khan, Manohar V. Kulkarni, M. Gopal et al.

Bioorganic & Medicinal Chemistry Letters 2005 10.1016/j.bmcl.2005.05.063

[10]

Chen J. Org. Chem. (2012) 10.1021/jo3002722

[11]

Venugopala BioMed Res. Int. (2013)

[12]

Tandon J. Sci. Ind. Res. (1979)

[13]

R. Xu , Y.Ye and W.Zhao , CRC Press , Taylor and Francis Group , 2011 , ch. 11, p. 206

[14]

Synthesis of Coumarin/Pyrrole-Fused Heterocycles and Their Photochemical and Redox-Switching Properties

Chi-Hui Lin, Ding-Yah Yang

Organic Letters 2013 10.1021/ol401138q

[15]

Synthesis of Coumarin/Phenanthridine-Fused Heterocycles and Their Photochemical and Thermochromic Properties

Jiun-Jia Chen, Kuan-Ting Li, Ding-Yah Yang

Organic Letters 2011 10.1021/ol200117b

[16]

Jianhong J. Org. Chem. (2013) 10.1021/jo400783x

[17]

Bochkov Chem. Commun. (2013) 10.1039/c3cc46498a

[18]

Chen Chin. J. Chem. (2013) 10.1002/cjoc.201201130

[19]

Khan RSC Adv. (2012) 10.1039/c2ra21385k

[20]

Pal Mol. Diversity (2012) 10.1007/s11030-011-9339-9

[21]

Pal Bioorg. Chem. (2013) 10.1016/j.bioorg.2013.03.003

[22]

Karamthulla RSC Adv. (2013) 10.1039/c3ra43289k

[23]

Pal Tetrahedron Lett. (2013) 10.1016/j.tetlet.2013.07.117

[24]

Karamthulla RSC Adv. (2014) 10.1039/c4ra00876f

[25]

Ziarani Heterocycles (2013) 10.3987/rev-13-768

[26]

Jung Molecules (2009) 10.3390/molecules14114790

[27]

Khan RSC Adv. (2014) 10.1039/c3ra44718a

[28]

Pal RSC Adv. (2013) 10.1039/c3ra41569d

[29]

Gutierrez J. Org. Chem. (2013) 10.1021/jo400973g

[30]

Chen Org. Lett. (2013) 10.1021/ol402775k

[31]

Khalafi-Nezhad Green Chem. (2012) 10.1039/c2gc35765h

[32]

Kouznetsov Tetrahedron (2009) 10.1016/j.tet.2008.12.059

[33]

Sivaprasad Tetrahedron Lett. (2006) 10.1016/j.tetlet.2006.01.034

[34]

Wu J. Org. Chem. (2006) 10.1021/jo060290n

[35]

Gaspard-Iloughmane Eur. J. Org. Chem. (2004) 10.1002/ejoc.200300754

[36]

Mathia Org. Biomol. Chem. (2012) 10.1039/c2ob07064b

[37]

Bouguerne Synth. Commun. (2010) 10.1080/00397910903026715

[38]

Lambert J. Org. Chem. (2011) 10.1021/jo201478d

[39]

Repichet Tetrahedron Lett. (2002) 10.1016/s0040-4039(01)02307-3

[40]

Kobayashi Org. Lett. (2005) 10.1021/ol051965w

[41]

Heravi Phosphorus, Sulfur Silicon Relat. Elem. (2005) 10.1080/104265090508415

[42]

Hanna Inorg. Chem. (2002) 10.1021/ic0202864

[43]

Antoniotti Eur. J. Org. Chem. (2004) 10.1002/ejoc.200400192

[44]

M. Schwoerer and H. C.Wolf , Organic Molecular Solids , Wiley, John & Sons , 1st edn, 2007

[45]

Zheng Chem. Soc. Rev. (2014) 10.1039/c3cs60237k

[46]

Linde Annu. Rev. Phys. Chem. (2012) 10.1146/annurev-physchem-032811-112012

[47]

Linde Chem. Biol. (2013) 10.1016/j.chembiol.2012.11.004

[48]

Basabe-Desmonts Chem. Soc. Rev. (2007) 10.1039/b609548h

[49]

Electronics using hybrid-molecular and mono-molecular devices

C. Joachim, J. K. Gimzewski, A. Aviram

Nature 2000 10.1038/35046000

[50]

Half-wave organic-rectifiers with donor/acceptor assemblies in the molecular scale

Kallol Mohanta, Amlan J. Pal

Organic Electronics 2009 10.1016/j.orgel.2009.05.002

Showing 50 of 54 references

Cited By

45

An Overview on the Synthesis of Fused Pyridocoumarins with Biological Interest

Matina D. Douka, Konstantinos E. Litinas · 2022

Molecules

Metrics

45

Citations

54

References

Details

Published: Jan 01, 2014
Vol/Issue: 38(10)
Pages: 4722-4729

Authors

M

Md. Nasim Khan

Department of Chemistry; Indian Institute of Technology Patna; Bihar-800013, India

S

Suman Pal

Department of Chemistry; Indian Institute of Technology Patna; Bihar-800013, India

S

Shaik Karamthulla

Department of Chemistry; Indian Institute of Technology Patna; Bihar-800013, India

L

Lokman H. Choudhury

Department of Chemistry; Indian Institute of Technology Patna; Bihar-800013, India

Cite This Article

Md. Nasim Khan, Suman Pal, Shaik Karamthulla, et al. (2014). Multicomponent reactions for facile access to coumarin-fused dihydroquinolines and quinolines: synthesis and photophysical studies. New Journal of Chemistry, 38(10), 4722-4729. https://doi.org/10.1039/c4nj00630e

Multicomponent reactions for facile access to coumarin-fused dihydroquinolines and quinolines: synthesis and photophysical studies

You May Also Like