Solvent-free synthesis of tosyloxybenzalacetones: A Green Chemistry Aspect
Keywords:
Solvent free synthesis, green chemistryAbstract
The solvent free synthesis of α-tosyloxybenzalacetones by grinding
the bezalacetones with [hydroxy(tosyloxy)iodo]benzene with a mortar and
pestle at room temperature is described. This new method allows higher
yields, reduced reaction times, ease of handling and follows principles of
green chemistry.
References
Metzger, J. O. In Organic Synthesis Highlights V, Eds.: Schmalz, H.-G.; Wirth, T., Wiley-VCH, Weinheim 2003, p.82.
Tanaka, K. Solvent Free Organic Synthesis, Wiley-VCH, Weinheim 2003.
Eissen, M.; Metzger, J. O.; Schmidt, E.; Schneidewind, U. Angew. Chem., Int. Ed. 2002, 41, 414.
Koser, G. F. Aldrichimica Acta 2001, 34, 89.
Wessig, P.; Muhling, O. Helv. Chim. Acta 2003, 86, 865.
Kumar, D.; Sundaree, S.; Rao, V. S.; Varma, R. S. Tetrahedron Lett. 2006, 47, 4197.
Kumar, D.; Sundaree, M. S.; Patel, G.; Rao, V. S.; Varma, R. S. Tetrahedron Lett. 2006, 47, 8239.
Aggarwal, R.; Sumran, G. Synth. Commun. 2006, 36, 875.
Lee, J. C.; Seo, J. W.; Baek, J. W. Synth. Commun. 2007, 37, 2159.
Kawano, Y.; Togo, H. Synlett 2008, 217.
Muthukrishnan, M.; Patil, P. S.; More, S. V.; Joshi, R. A. Mendeleev Commun. 2005, 100.
Patonay, T.; Levai, A.; Riman, E.; Varma, R. S. Arkivoc 2004, 7, 183.
Karade, N. N.; Gampawar, S. V.; Kondre, J. M.; Shinde, S. V. Tetrahedron Lett. 2008, 49, 4402.
Zhou, G.-B.; Guan, Y.-Q.; Shen, C.; Wang, Q.; Liu, X.-M.; Zhang, P.-F.; Li, L.-L. Synthesis 2008, 13, 1994.
Pr Koser, G. F.; Telu, S.; Laali, K. K. Tetrahedron Lett. 2006, 47, 7011.
Moriarty, R. M.; Prakash, O. Acc. Chem. Res. 1986, 19, 244.
akash, O.; Saini, N.; Tanwar, M. P.; Moriarity, R. M. Cont. Org. Synth. 1995, 2, 121.
Moriarty, R. M.; Prakash, O. Org. React. 1999, 54, 273.
Moriarty, R. M.; Vaid, R. K.; Koser, G. F. Synlett. 1990, 365.
Moriarty, R. M.; Hu, H. Tetrahedron Lett. 1981, 22, 2747.
Moriarty, R. M.; Hu, H.; Gupta, S. C. Tetrahedron Lett. 1981, 22, 1283.
Moriarty, R. M.; Prakash, O.; Thachet, C. T. Synth. Commun. 1984, 14, 1373.
Moriarty, R. M.; Hou, K. C.; Prakash, I.; Arora, S. K. Org. Synth. 1986, 64, 138.
Moriarty, R. M.; Prakash, O.; Karalis, P.; Prakash, I. Tetrahedron Lett. 1984, 25, 4745.
(a) Moriarty, R. M.; Prakash, O. J. Org. Chem. 1985, 50, 151. (b) Moriarty, R. M. J. Org. Chem. 2005, 70, 2893.
Moriarty, R. M.; Prakash, O. Adv. Heterocycl. Chem. 1998, 69, 1.
Drake, N. L.; Allen, J. Benzalacetones. Org. Synth. Coll. Vol. 1, 1941, 77.
