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One-pot synthesis of highly regioselective β-azido alcohols catalyzed by Brønsted acidic ionic liquids

Publish Year: 1397
Type: Journal paper
Language: English
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JR_ICC-6-4_011

Index date: 24 September 2019

One-pot synthesis of highly regioselective β-azido alcohols catalyzed by Brønsted acidic ionic liquids abstract

In this protocol, 3-(2-carboxybenzoyl)-1-methyl-1H-imidazol-3-ium chloride [Cbmim]Cl and sulfonic acid functionalized pyridinium chloride [pyridine-SO3H]Cl as a new, reusable, and green Brønsted acidic ionic liquid (BAIL) catalyst were synthesized and successfully used for the one-pot ring opening of epoxide with sodium azide (NaN3) in water at room temperature. Epoxides under ring-opening easily with NaN3 in the presence of [Cbmim]Cl and [pyridine-SO3H]Cl to afford the corresponding β-azido alcohols as attractive and interesting materials in drug design and pharmaceutics compounds in high yield with good regioselective under mild reaction conditions.In this protocol, 3-(2-carboxybenzoyl)-1-methyl-1H-imidazol-3-ium chloride [Cbmim]Cl and sulfonic acid functionalized pyridinium chloride [pyridine-SO3H]Cl as a new, reusable, and green Brønsted acidic ionic liquid (BAIL) catalyst were synthesized and successfully used for the one-pot ring opening of epoxide with sodium azide (NaN3) in water at room temperature. Epoxides under ring-opening easily with NaN3 in the presence of [Cbmim]Cl and [pyridine-SO3H]Cl to afford the corresponding β-azido alcohols as attractive and interesting materials in drug design and pharmaceutics compounds in high yield with good regioselective under mild reaction conditions.

One-pot synthesis of highly regioselective β-azido alcohols catalyzed by Brønsted acidic ionic liquids Keywords:

One-pot synthesis of highly regioselective β-azido alcohols catalyzed by Brønsted acidic ionic liquids authors

Sarvin Mohammadi-Aghdam

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Hadi Jabbari

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Omidali Pouralimardan

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Fater Divsar

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

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لیست زیر مراجع و منابع استفاده شده در این Paper را نمایش می دهد. این مراجع به صورت کاملا ماشینی و بر اساس هوش مصنوعی استخراج شده اند و لذا ممکن است دارای اشکالاتی باشند که به مرور زمان دقت استخراج این محتوا افزایش می یابد. مراجعی که مقالات مربوط به آنها در سیویلیکا نمایه شده و پیدا شده اند، به خود Paper لینک شده اند :
R.E. Parker, N.S. Isopics Mechanisms Of Epoxide Reactions. Chem. Rev., ...
I. Erden., in: A. Padwa (Ed.), Comprehensive Heterocyclic Chemistry, vol. ...
M. Bartok., K.L. Lang. in: A. Weissberger, E.C. Taylor, (Eds.), ...
D. Tanner, Angew. Chem., Int. Ed. Engl, 1994, 33, 599. ...
M. Kasai, M. Kano, Synlett, 1992, 778-790. ...
C.M. Rayner, Synlett, 1997, 11-21 ...
S.J. Gorzynski, Synthesis, 1984, 8, 629-659. ...
E.F.V. Seriven, K. Turnbull, Azides: their preparation and synthetic uses. ...
D. Horton, J.D. Wander, in: W. Pigman, D. Horton (Eds.), ...
J. Schubert, H. Schwesinger, H. Prinzbach, Angew. Chem. Int. Ed., ...
D.M. Coe, P.L. Myers, D.M. Parry, S.M. Roberts, R.S. Storer, ...
S.W. Chen, S.S. Thakur, W. Li, C.K. Shin, R.P. Kawthekar, ...
J.S. Yadav, B.V.S. Reddy, A.K. Basak, A.V. Narsaiah, Tetrahedron Lett, ...
B.T. Smith, V. Gracias, J. Aube, J. Org. Chem., 2000, ...
A. Mouradzadegun, A.R. Kiasat, P. Kazemian Fard, Catal. Commun., 2012, ...
F. Heidarizadeh, A. Zarei, J. Chem. Soc., 2012, 34, 593-598. ...
S. Sajjadifar, Z. Arzehgar, S. Khoshpoor, Journal of Inorganic and ...
S. Rezayati, E. Rezaee Nezhad, R. Hajinasiri, Chinese Chemical Letters, ...
S. Rezayati, R. Hajinasiri, Z. Hossaini, S. Abbaspour, Asian J. ...
S. Rezayati, F. Sheikholeslami-Farahani, F. Rostami-Charati, S. Afshari Sharif Abad, ...
F. Poyafar, M. Fallah-Mehrjardi, S.H. Banitaba, Asian J. Green Chem., ...
A. Zare, A.R. Moosavi‐Zare, A. Hasaninejad, A. Parhami, A. Khalafi ...
L. Youseftabar-Miri, H. Hosseinjani-Pirdehi, Asian J. Green Chem., 2017, 1, ...
M.A. Zolfigol, V. Khakyzadeh, A.R. Moosavi-Zare, A. Zare, S.B. Azimi, ...
M.A. Zolfigol, A. Khazaei, A.R. Moosavi-Zare, A. Zare, J Iran ...
M.A. Zolfigol, A. Khazaei, A.R. Moosavi-Zare, A. Zare, H.G. Kruger, ...
S. Sajjadifar, International Journal of ChemTech Research, 2013, 5, 385-389. ...
M.A. Zolfigol, A. Khazaei, H. Vahedi, M. Mokhlesi, S. Sajjadifar, ...
S. Sajjadifar, E. Rezaee Nezhad, Gh. Darvishi, Journal of Chemistry, ...
A. Kamal, M. Arifuddin, M.V. Rao, Tetrahedron: Asymmetry, 1999, 10, ...
B. Das, V.S. Reddy, M. Krishnaiah, Y.K. Rao, J. Mol. ...
B. Tamami, H. Mahdavi, Tetrahedron Lett., 2001, 42, 8721-8724. ...
J.S. Yadav, B.V. Subba Reddy, G.M. Reddy, D.N. Narasimha Chary, ...
F. Alonso, Y. Moglie, G. Radivoy, M. Yus, J. Org. ...
M.R. Keshavarz, R. Badri, Mol Divers., 2011, 15, 957–962. ...
K. Fehér, J. Balogh, Z. Csók, T. Kégl, L. Kollár, ...
E.A. Wydysh, A. Vadlamudi, S.M. Medghalchi, C.A. Townsend, Bioorganic & ...
S. Abbaspour, M. Torabi Jafroudi, Sh. Haghi, S. Rezayati, Iranian ...
E. Rezaee Nezhad, R. Tahmasebi, Asian J. Green Chem., 2019, ...
S. Sajjadifar, S. Mohammadi-Aghdam, Asian J. Green Chem., 2017, 1, ...
S. Sajjadifar, S. Rezayati, A. Shahriari, S. Abbaspour. Applied Organometallic ...
S. Sajjadifar, Chem. Method., 2017, 1, 1-11. DOI: 10.22631/chemm.2017.88920.1000 ...
S. Sajjadifar, Gh. Mansouri, Sh. Miraninezhad, Asian J. Nano. Mat., ...
S. Sajjadifar, Z. Arzehgar, A. Ghayuri, J. Chin. Chem. Soc., ...
Z. Arzehgar, S. Sajjadifar, H. Arandiyan, Asian J. Green Chem, ...
E. Rezaee Nezhad, F. Heidarizadeh, S. Sajjadifar, Z. Abbasi, Z, ...
A. Khazaei, M.A. Zolfigol, A.R. Moosavi-Zare, A. Zare, V. Khakyzadeh, ...
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