

Selective iodination of 2-acetyl-1-naphthol using iodine and iodic acid under solvent-free grinding technique
Sainath Zangade (1,*)




(1) Department of Chemistry, Madhavrao Patil Mahavidyalaya, Palam, Prabhani, Maharashtra, 431720, India
(2) Laboratory of Organic Synthesis, Department of Studies in Chemistry, Yeshwant Mahavidyalaya, Nanded, Maharashtra, 431602, India
(3) Laboratory of Organic Synthesis, Department of Studies in Chemistry, Yeshwant Mahavidyalaya, Nanded, Maharashtra, 431602, India
(4) Laboratory of Organic Synthesis, Department of Studies in Chemistry, Yeshwant Mahavidyalaya, Nanded, Maharashtra, 431602, India
(*) Corresponding Author
Received: 27 May 2012 | Accepted: 02 Jun 2012 | Published: 30 Sep 2012 | Issue Date: September 2012
Abstract
Selective electrophilic iodination of 2-acetyl-1-naphthol was achieved using iodine and iodic acid in combination with grinding at room temperature under solvent-free conditions to yield 1-(1-hydroxy-4-iodo-naphthalen-2-yl)-ethanone. Grinding mode of reactions has not only of interest from economical point of view, in many cases they also offer considerable advantages in terms of yield, mild reaction conditions, selectivity and simplicity of reaction procedure.
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DOI: 10.5155/eurjchem.3.3.314-315.641
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Funding information
University Grant Commission (UGC), (No. 38-267/2009), New Delhi, India
Citations
[1]. Sainath B. Zangade, Shyam S. Mokle, Avinash T. Shinde, Yeshwant B. Vibhute
An atom efficient, green synthesis of 2-pyrazoline derivatives under solvent-free conditions using grinding technique
Green Chemistry Letters and Reviews 6(2), 123, 2013
DOI: 10.1080/17518253.2012.713123

References
[1]. Diederich, F.; Stang, P. J. Metal-Catalyzed Cross Coupling Reactions; Wiley-VCH: Weinheim, Germany, 1998.
http://dx.doi.org/10.1002/9783527612222
[2]. Seevers, R. H.; Counsell, R. Chem. Rev. 1982, 82, 575-590.
http://dx.doi.org/10.1021/cr00052a002
[3]. Alonso, F.; Beletskaya, I. P.; Yus, M. Chem. Rev. 2002, 102, 4009-4092.
http://dx.doi.org/10.1021/cr0102967
PMid:12428984
[4]. Olivera, R.; San Martin, R.; Dominguez, E. Tetrahedron Lett. 2000, 41, 4357-4360.
http://dx.doi.org/10.1016/S0040-4039(00)00622-5
[5]. Noda, Y.; Kashima, M. Tetrahedron Lett. 1997, 38, 6225-6228.
http://dx.doi.org/10.1016/S0040-4039(97)01431-7
[6]. Zupan, M.; Iskra, J.; Stavber, S. Tetahedron Lett. 1997, 38, 6305-6306.
http://dx.doi.org/10.1016/S0040-4039(97)01414-7
[7]. Carreno, M. C.; Ruano, J. G.; Sanz, G.; Toledo, M. A.; Urbano, A. Tetrahedron Lett. 1996, 37, 4081-4084.
http://dx.doi.org/10.1016/0040-4039(96)00738-1
[8]. Akhlaghinia, B.; Rahmani, M. J. Turk. Chem. 2009, 33, 67-72.
[9]. Orito, K.; Hatakeyama, T.; Takeo, M. Synthesis 1995, 1273-1277.
http://dx.doi.org/10.1055/s-1995-4089
[10]. Hubig, S. M.; Jung, W.; Kochi, J. K. J. Org. Chem. 1994, 59, 6233-6244.
http://dx.doi.org/10.1021/jo00100a025
[11]. Barluenga, J.; Gonzalez, J. M.; Garcia-Martin, M. A.; Campos, P. J.; Asensia, G. J. Org. Chem. 1993, 58, 2058-2060.
http://dx.doi.org/10.1021/jo00060a020
[12]. Olah, G. A.; Wang, D.; Sandford, G.; Prakash, G. K. S. J. Org. Chem. 1993, 58, 3194-3195.
http://dx.doi.org/10.1021/jo00063a052
[13]. Sy, W. W. Tetrahedron Lett. 1993, 34, 6223-6224.
http://dx.doi.org/10.1016/S0040-4039(00)73715-4
[14]. Bachki, A.; Foubelo, F.; Yus, M. Tetrahedron 1994, 50, 5139-5146.
http://dx.doi.org/10.1016/S0040-4020(01)90424-7
[15]. Edgar, K. J.; Falling, S. N. J. Org. Chem. 1990, 55, 5287-5291.
http://dx.doi.org/10.1021/jo00305a026
[16]. Zangade, S.; Mokle, S.; Chavan, S.; Vibhute, Y. Orbital Elec. J. Chem. 2011, 3, 144-149.
[17]. Zangade, S.; Shinde, A.; Patil, A.; Vibhute, Y. Eur. J. Chem. 2012, 3, 208-210.
http://dx.doi.org/10.5155/eurjchem.3.2.208-210.581
[18]. Zangade, S.; Shinde, A.; Vibhute, A.; Vibhute, Y. Pak. J. Chem. 2012, 2, 18-23.
[19]. Shinde, A. T.; Zangade, S. B.; Chavan, S. B.; Vibhute, A. Y.; Nalwar, Y. S.; Vibhute, Y. B. Synth. Commun. 2010, 40, 3506-3513.
http://dx.doi.org/10.1080/00397910903457332
[20]. Bose, A. K.; Pednekar, S.; Ganguly, S. N.; Chakraborty, G.; Manhas, M. S. Tetrahedron Lett. 2004, 45, 8351-8353.
http://dx.doi.org/10.1016/j.tetlet.2004.09.064
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