European Journal of Chemistry

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

Article Sidebar

PDF
Published: Jun 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.2.260-265.263
Keywords:
Synthesis, Tetrahydropyranoquinolines, 3, 4-Dihydro-2H-pyran, Tin(II)chloride, Phenanthridine, Phenanthridinone
Section
Research Article
Issue
Vol. 2 No. 2 (2011): June 2011
Dates
Received 2010-08-27
Accepted 2010-10-30
Published 2011-06-30


Main Article Content

Lingaiah Nagarapu
Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad-500607, India
Rajashaker Bantu
Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad-500607, India
Ravinder Goud Puligoundla
Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad-500607, India

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


icon graph This Abstract was viewed 1699 times | icon graph Article PDF downloaded 1393 times

How to Cite
(1)
Nagarapu, L.; Bantu, R.; Puligoundla, R. G. Tin(II)chloride Catalyzed Synthesis of Pyranoquinolines, Phenanthridinone and Phenanthridine Derivatives. Eur. J. Chem. 2011, 2, 260-265.

Article Details

Share
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe PMC
References

[1]. Nesterova, I. N.; Alekseeva, L. M.; Andreeva, L. M.; Andreeva, N. I.; Golovira, S. M.; Granic, V. G. Khim. Form. Zh. (Russ.) 1995, 29, 31-34.

[2]. Yamada, N.; Kadowaki, S.; Takahashi, K.; Umezu, K. Biochem. Pharmacol. 1992, 44, 1211-1213.
doi:10.1016/0006-2952(92)90387-X

[3]. Faber, K.; Stueckler, H.; Kappe, T. J. Hetrocycl. Chem. 1984, 21, 1177-1181.
doi:10.1002/jhet.5570210450

[4]. Akhmed, Kh. S.; Bessonova, I. A. Dokl. Akad, Nauk. Uzh., SSR 1982, 34-36 (Russ.); Chem. Abstr. 1983, 98, 83727q.

[5]. Anzino, M.; Cappelli, A.; Vomero, S.; Cagnatto, A.; Skorupska, M. Med. Chem. Res. 1993, 3, 44-46.

[6]. Quraishi, M. A.; Thakur, V. R.; Dhawan, S. N. Indian J. Chem. Sect. B. 1989, 28B, 891-893.

[7]. Ramesh, M.; Mohan, P. S.; Shanmugam, P. Tetrahedron 1984, 40, 4041-4049.
doi:10.1016/0040-4020(84)85084-X

[8]. Young, K. K.; Sun, M. K.; Dae, Y. K. J. Am. Chem. Soc. 2010, 132, 1184-1149.
doi:10.1021/ja909713a
PMid:20050655

[9]. Vladimir, V. K. Tetrahedron 2009, 65, 2721-2750.
doi:10.1016/j.tet.2008.12.059

[10]. Paul, B.; Jonh-Carl, O.; Taeboem, O. Tetrahedron 2001, 57, 6099-6138.
doi:10.1016/S0040-4020(01)00438-0

[11]. Kametani, T.; Takeda, H.; Suzuki, Y.; Honda, T. Synth. Commun. 1985, 15, 499-505.
doi:10.1080/00397918508063833

[12]. Ma, Y.; Qian, C.; Xie, M.; Sun, J. J. Org. Chem. 1999, 64, 6462-6467.
doi:10.1021/jo982220p

[13]. Babu, G.; Perumal, P. T. Tetrahedron Lett. 1998, 39, 3225-3228.
doi:10.1016/S0040-4039(98)00397-9

[14]. Yadav, J. S.; Subba Reddy, B. V.; Srinivas. R.; Madhuri, Ch.; Ramalingam, T. Synlett. 2001, 0240-0242.

[15]. Mahesh, M.; Venkateswar, R. C.; Srinivas, R. K.; Raju, P. V. K.; Narayana, R. V. V. Synth. Commun. 2004, 34, 4089-4104.
doi:10.1081/SCC-200036586

[16]. Shivaji. V. M.; Sastry. M. N.; Ching-Fa, Y. Synlett. 2006, 1399-1403.

[17]. Min, X.; Yue-dong, L. Synlett. 2005, 2357-2361.

[18]. Gourhari, M.; Pradip, K. Tetrahedron Lett. 2006, 47, 5733-5736.
doi:10.1016/j.tetlet.2006.06.034

[19]. Mahajan, D.; Ganai, B. A.; Sharma, R. L.; Kapoor, K. K. Tetrahedron Lett. 2006, 47, 7919-7921.
doi:10.1016/j.tetlet.2006.09.007

[20]. Nagaiah, K.; Sreenu, D.; Rao, R. S.; Vashishta, G.; Yadav, J. S. Tetrahedron Lett. 2006, 47, 4409-4413.
doi:10.1016/j.tetlet.2006.04.085

[21]. Xing, X.; Wu, J.; Baishya, G.; Wei-Min, D. Tetrahedron 2006, 62, 11200-11206.
doi:10.1016/j.tet.2006.09.012

[22]. Gu, D. A.; Ji, S. H.; Jang, Z.Q.; Zhou, M. F.; Loh, T. P. Synlett. 2005, 0959-0962.

[23]. Yadav, J. S.; Subba Reddy, B.V.; Baishya, G.; Reddy, Narsaiah, K.V. Tetrahedron 2005, 61, 9541-9544.
doi:10.1016/j.tet.2005.07.095

[24]. Wang, B. Y.; Gu, C.; Luo, T.; Yang, L.; Suo, J. Tetrahedron Lett. 2004, 45, 3417-3419.
doi:10.1016/j.tetlet.2004.03.012

[25]. Rebeiro, G. L.; Khadlikar, B. M. Synthesis 2001, 0370-0372.

[26]. Nagarapu, L.; Venkateswarlu, P.; Gopal, P.; Srinivas, K.; Ruparani, P.; Radhika K. J. Mol. Cat. A: Chem. 2007, 26, 53-56.
doi:10.1016/j.molcata.2006.11.005

[27]. Nagarapu, L.; Chary, M. V.; Satyender, A.; Srinivas, K. Cat. Communs. 2007, 8, 1173-1177.
doi:10.1016/j.catcom.2006.11.003

[28]. Nagarapu, L.; Rajashaker, B.; Rakesh, P. Appl. Catal. A: General 2007, 332, 304-309.
doi:10.1016/j.apcata.2007.08.033

[29]. Nagarapu, L.; Rajashaker, B.; Hari Babu, M. J. Heterocyclic Chem. 2009, 48(4), 728-731.
doi:10.1002/jhet.135

[30]. Nagarapu, L.; Venkata Narsimhaji, C. H.; Shukla, C. K.; Rajashaker, B. Synthesis 2010, 3374-3378.
doi:10.1055/s-0030-1257973

[31]. Wildman, W. C. Alkaloids 1960, 6, 289-289.

[32]. Povarov, L. S. Russ. Chem. Rev. 1967, 36, 656-657.
doi:10.1070/RC1967v036n09ABEH001680

[33]. Yadav, J. S.; Subba Reddy, B. V.; Srinivas, R.; Kiran, K. S.; Kunwar, A. C. Tetrahedron 2003, 58, 1599-1604.
doi:10.1016/S0040-4020(03)00027-9

Supporting Agencies

Most read articles by the same author(s)

Most read articles by the same author(s)

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).