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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

An Atom-economic Efficient Synthesis of 1-Amidoalkyl-2-naphthols Mediated By Hexachlorocyclotriphosphazene (HCCP) as a Novel Catalyst

Author(s): Rajesh K. Singh*, Shallu Chaudhary, D.N. Prasad and Sahil Kumar

Volume 16, Issue 10, 2019

Page: [846 - 850] Pages: 5

DOI: 10.2174/1570178616666181210103350

Price: $65

Abstract

A multicomponent one-pot atom-economic reaction is performed for an efficient synthesis of 1-amidoalkyl-2-naphthol from aromatic aldehydes, β-naphthol and amide/urea promoted by hexachlorocyclotriphosphazene (HCCP). Various techniques such as stirring, microwave irradiation and thermal technique (hot plate and oil bath) were used in different solvents for the synthesis of 1- amidoalkyl-2-naphthol derivatives with moderate to excellent yield. Among the four methods, microwave irradiation and oil bath heating provide high yield as compared to the hot plate heating and stirring method. The low yield may be due to the formation of undesired side-products due to non-uniform heating.

Keywords: 1-Amidoalkyl-2-naphthol, hexachlorocyclotriphosphazene, multicomponent reactions, microwave irradiation, aromatic aldehydes, β-naphthol.

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[1]
Zhu, J.; Bienayme, H. Multi-component reactions; Wiley-VCH: Weinheim, 2005.
[2]
I., Ugi Pure Appl. Chem., 2001, 73, 187-191.
[3]
Domling, A.; Wang, W.; Wang, K. Chem. Rev., 2012, 112, 3083-3135.
[4]
Singh, R.K.; Bala, R.; Duvedi, R.; Kumar, S. Iranian. J. Catalysis, 2015, 5, 187-206.
[5]
Mansoor, S.S.; Aswin, K.; Logayia, K.; Sudhan, S.P.N. J. Saudi Chem. Soc., 2016, 20, 138-150.
[6]
Taghrir, H.; Ghashang, M.; Biregan, M.N. Chin. Chem. Lett., 2016, 27, 119-126.
[7]
Kiasat, A.R.; Hemat-Alian, L.; Saghanezhad, S.J. Res. Chem. Intermed., 2016, 42, 915-922.
[8]
Tayebee, R.; Amini, M.M.; Akbari, M.; Aliakbari, A. Dalton Trans., 2015, 44, 9596-9609.
[9]
Esmaeilpour, M.; Javidi, J.; Zandi, M. Mater. Res. Bull., 2014, 55, 78-87.
[10]
Nasresfahani, Z.; Kassaee, M.Z.; Eidi, E. New J. Chem., 2016, 40, 4720-4726.
[11]
Cai, Z.; Shu, C.; Peng, Y. Monatsh. Chem., 2014, 145, 1681-1687.
[12]
Zolfagharinia, S.; Kolvari, E.; Salehi, M. React. Kinet. Mech. Catal., 2017, 121, 701-718.
[13]
Gong, K.; Wang, H.; Ren, X.; Wang, Y.; Chen, J. Green Chem., 2015, 17, 3141-3147.
[14]
Chinnappan, A.; Jadhav, A.H.; Chung, W.J.; Kim, H. J. Mol. Liquids, 2015, 212, 413-417.
[15]
Pourmousavi, S.A.; Moghimi, P.; Ghorbani, F.; Zamani, M. J. Mol. Struct., 2017, 1144, 87-102.
[16]
Forouzani, M.; Bosra, G.H. Arab. J. Chem., 2016, 9, 752-755.
[17]
Tigote, R.M.; Haval, K.P.; Kazi, S.K.; Sarnikar, Y.P.; Sagar, A.D. Int. J. Chem. Phy. Sci, 2015, 4, 39-44.
[18]
Mokhtary, M.; Torabi, M. J. Saudi Chem. Soc., 2017, 21, S299-S304.
[19]
Singh, R.K.; Bala, R.; Kumar, S. Indian J. Chem., 2016, 55, 381-386.
[20]
Gupta, A.; Kaur, D.; Gupta, V.K.; Kapoor, K.K. Tetrahedron Lett., 2016, 57, 4869-4872.
[21]
Hu, B.; Zhang, X.; Sheng, L.; Guo, M.; Shen, Z.; Hu, X.; Sun, N.; Mo, W. Molecules, 2013, 18, 5580-5593.
[22]
Shen, Z.L.; He, X.F.; Dai, J.L.; Mo, W.M.; Hu, B.X.; Sun, N.; Hu, X.Q. Tetrahedron, 2011, 67, 1665-1672.
[23]
Singh, R.K.; Duvedi, R. Arab. J. Chem., 2016, 11, 91-98.
[24]
Singh, R.K.; Singh, B.; Duvedi, R.; Kumar, S. Res. Chem. Intermed., 2015, 41, 4083-4099.
[25]
Tian, N.N.; Wang, L.S.; Li, M.Y.; Li, Y.; Jiang, R.Y. J. Chem. Eng. Data, 2011, 56, 661-670.

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