Web of Science (Emerging Sources Citation Index)

Document Type: Original Research Article

Authors

1 Department of Chemistry, Yazd Branch, Islamic Azad University, Yazd, Iran

2 faculty of chemistry, bu-ali sina university, hamedan, iran

3 Department of Medicinal Chemistry, School of Pharmacy, Hamedan University of Medical Sciences

10.33945/SAMI/ECC.2020.1.5

Abstract

In the presence of {[K.18-Crown-6]X3}n (X= Br, I)-as interesting trihalide reagents, organic sulfides were oxidized to their corresponding sulfoxides using H2O2 as a green reagent. Via in situ generation of HOX, {[K.18-Crown-6]X3}n activates H2O2 and variously substituted sulfides were selectively transformed into the corresponding sulfoxides. We compared the obtained results of {[K.18-Crown-6]X3}n with some other organic tribromides. Unexpectedly, in most cases, the results were similar.

Graphical Abstract

Keywords

[1] S. Sajjadifar, S. Rezayati, Z. Arzehgar, S. Abbaspour, M.T. Jafroudi, J. Chin. Chem. Soc., 2018, 65, 960-969.

[2] B. Iberl, G. Winkler, B. Müller, K. Knobloch, Plant. Med., 1990, 56, 320-326.

[3] A. Mirzaie, J. Medic. Chem. Sci., 2018, 1, 5-8.

[4] K. Kaczorowska, Z. Kolarska, K. Mitka, P. Kowalski, Tetrahedron, 2005, 61, 8315-8327.

[5] S. Gholamyan, R. Khoshnavazi, A. Rostami, L. Bahrami, Catal. Lett., 2017, 147, 71-81.

[6] A. Maleki, Ultras. Sonochem., 2018, 40, 460-464.

[7] A. Maleki, T. Kari, Catal. Lett., 2018, 148, 2929-2934.

[8] J.M. Campos‐Martin,G. Blanco‐Brieva, J.L. Fierro, Angew. Chem. Int. Edit., 2006, 45, 6962-6984.

[9] B. Paul, B. Bhuyan, D.D. Purkayastha, S.S. Dhar, B.K. Patel, Tetrahedron Lett., 2015, 56, 5646-5650.

[10] A. Ghorbani-Choghamarani, L. Shiri, G. Azadi, N. Pourbahar, Res. Chem. Intermed., 2015, 41, 4997-5005.

[11] M. Hajjami, F. Gholamian, RSC Adv., 2016, 6, 87950-87960.

[12] M.A. Zolfigol, G. Chehardoli, S. Salehzadeh, H. Adams, M.D. Ward, Tetrahedron Lett., 2007, 48, 7969-7973.

[13] M. Zolfigol, E. Kolvari, N. Koukabi, S. Salehzadeh, G. Chehardoli, I. Tidmarsh, K. Niknam,  J. Iran. Chem. Soc., 2011, 8, 484-494.

[14] G. Chehardoli, M.A. Zolfigol, F. Derakhshanpanah, Chin. J. Catal., 2013, 34, 1730-1733.

[15] M. Rasouli, M.A. Zolfigol, M.H. Moslemin, G. Chehardoli, Green Chem. Lett. Rev., 2017, 10, 117-120.

[16] (a) G. Chehardoli, M.A. Zolfigol, V. Khakyzadeh, H. Gholami, K. Niknam, S. Afri. J. Chem., 2011, 64, 127-131, (a) G. Chehardoli, M.A. Zolfigol, V. Khakyzadeh, R. Golbedaghi, N.A. Hall, A.G. Blackman, J. Chin. Chem. Soc., 2011, 58, 538-543.

[17] A. Hasaninejad, M.A. Zolfigol, G. Chehardoli, M. Mokhlesi, J. Serb. Chem. Soci., 2010, 75, 307-316.

[18] G. Chehardoli, M.A. Zolfigol, Phosphorus, Sulfur, 2009, 185, 193-203.

[19] M.A. Zolfigol, G. Chehardoli, M. Shiri, React. Func. Polym., 2007, 67, 723-727.

[20] T. Nemcsok, Z. Rapi, G. Keglevich, A. Grün, P. Bakó, Chirality, 2017, 30, 407-419.

[21] M.A. Zolfigol, G. Chehardoli, E. Ghaemi, E. Madrakian, R. Zare, T. Azadbakht,  K. Niknam, S. Mallakpour,  Monatsh. Chem., 2008, 139, 261-265.

[22] K. Khosravi, S. Kazemi, Chin. Chem. Lett., 2012, 23, 61-64.

[23] G. Chehardoli, M.A. Zolfigol, T. Azadbakht, Iran. J. Catal. 2011, 1, 31-36.

[24] G. Joshi, R.D. Patil, S. Adimurthy, RSC Adv., 2012, 2, 2235-2239.