European Journal of Chemistry 2011, 2(2), 260-265 | doi: https://doi.org/10.5155/eurjchem.2.2.260-265.263 | Get rights and content

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Tin(II)chloride catalyzed synthesis of pyranoquinolines, phenanthridinone and phenanthridine derivatives


Lingaiah Nagarapu (1,*) , Rajashaker Bantu (2) , Ravinder Goud Puligoundla (3)

(1) Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad-500607, India
(2) Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad-500607, India
(3) Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad-500607, India
(*) Corresponding Author

Received: 27 Aug 2010 | Accepted: 30 Oct 2010 | Published: 30 Jun 2011 | Issue Date: June 2011

Abstract


A simple, efficient and cost-effective method for the synthesis of tetrahydropyranoquinoline derivatives by a one-pot condensation of aromatic aldehyde, aromatic amine and 3,4-dihydro-2H-pyran respectively in the presence of tin(II)chloride (SnCl2.2H2O) has been described.

2_2_260_265_800


Keywords


Synthesis; Tetrahydropyranoquinolines; 3,4-Dihydro-2H-pyran; Tin(II)chloride; Phenanthridine; Phenanthridinone

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DOI: 10.5155/eurjchem.2.2.260-265.263

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Citations

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[1]. Atsushi Tochigi, Kadzuoki Tsukamoto, Noriyuki Suzuki, Yoshiro Masuyama
Catalytic Availabilities of Lewis Acidic SnCl2: Ph3PAuCl-SnCl2Composite Catalyzed Successiveortho-Alkenylation/O-Alkenylation of Phenols Followed by Cyclization to 1-Benzopyrans
European Journal of Organic Chemistry  2016(34), 5678, 2016
DOI: 10.1002/ejoc.201601042
/


[2]. Ravinder Goud Puligoundla, Hanmanth Reddy Vulupala, Nagaiah Kommu, Sudhakar Babu Kondra
Ceric Ammonium Nitrate (CAN)–Catalyzed, Efficient, One-Pot, Three-Component, aza-Diels–Alder Reactions for a Facile Synthesis of Tetrahydropyranoquinoline Derivatives
Synthetic Communications  45(4), 494, 2015
DOI: 10.1080/00397911.2014.956366
/


[3]. Víctor L. Rechac, Francisco G. Cirujano, Avelino Corma, Francesc X. Llabrés i Xamena
Diastereoselective Synthesis of Pyranoquinolines on Zirconium-Containing UiO-66 Metal-Organic Frameworks
European Journal of Inorganic Chemistry  2016(27), 4512, 2016
DOI: 10.1002/ejic.201600372
/


[4]. Yoshiro Masuyama, Miki Hayashi, Noriyuki Suzuki
SnCl2-Catalyzed Propargylic Substitution of Propargylic Alcohols with Carbon and Nitrogen Nucleophiles
European Journal of Organic Chemistry  2013(14), 2914, 2013
DOI: 10.1002/ejoc.201201673
/


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How to cite


Nagarapu, L.; Bantu, R.; Puligoundla, R. Eur. J. Chem. 2011, 2(2), 260-265. doi:10.5155/eurjchem.2.2.260-265.263
Nagarapu, L.; Bantu, R.; Puligoundla, R. Tin(II)chloride catalyzed synthesis of pyranoquinolines, phenanthridinone and phenanthridine derivatives. Eur. J. Chem. 2011, 2(2), 260-265. doi:10.5155/eurjchem.2.2.260-265.263
Nagarapu, L., Bantu, R., & Puligoundla, R. (2011). Tin(II)chloride catalyzed synthesis of pyranoquinolines, phenanthridinone and phenanthridine derivatives. European Journal of Chemistry, 2(2), 260-265. doi:10.5155/eurjchem.2.2.260-265.263
Nagarapu, Lingaiah, Rajashaker Bantu, & Ravinder Goud Puligoundla. "Tin(II)chloride catalyzed synthesis of pyranoquinolines, phenanthridinone and phenanthridine derivatives." European Journal of Chemistry [Online], 2.2 (2011): 260-265. Web. 22 Jan. 2021
Nagarapu, Lingaiah, Bantu, Rajashaker, AND Puligoundla, Ravinder. "Tin(II)chloride catalyzed synthesis of pyranoquinolines, phenanthridinone and phenanthridine derivatives" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)

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