Synthesis of 2, 3-dihydroquinazolin-4(1H)-ones catalyzed by α-chymotrypsin
- Corresponding author: Zong-Bo Xie, zbxie@ecit.cn Zhang-Gao Le, zhgle@ecit.cn
Citation:
Shi-Guo Zhang, Zong-Bo Xie, Lian-Sheng Liu, Meng Liang, Zhang-Gao Le. Synthesis of 2, 3-dihydroquinazolin-4(1H)-ones catalyzed by α-chymotrypsin[J]. Chinese Chemical Letters,
;2017, 28(1): 101-104.
doi:
10.1016/j.cclet.2016.06.001
Wang X.S., Zhou J., Tu S.J.. Facile method for the combinatorial synthesis of 2, 2-disubstituted quinazolin-4(1H)-one derivatives catalyzed by iodine in ionic liquids[J]. J. Comb. Chem., 2010,12:417-421. doi: 10.1021/cc900174p
Ghashang M., Mansoor S.S., Aswin K.. Synthesis of 2, 3-dihydroquinazolin-4(1H)-ones catalyzed by succinimide-N-sulfonic acid as a mild and efficient catalyst[J]. Res. Chem. Intermed., 2013,1:1-14.
Xua B.L., Chen J.P., Qiao R.Z., Fu D.C.. Facile and efficient synthesis of 2-substituted-N1-carbethoxy-2, 3-dihydro-4(1H)-quinazoliones in fluorous solvent[J]. Chin. Chem. Lett., 2008,19:537-540. doi: 10.1016/j.cclet.2008.03.022
Labade V.B., Shinde P.V., Shingare M.S.. A facile and rapid access towards the synthesis of 2, 3-dihydroquinazolin-4(1H)-ones[J]. Tetrahedron Lett., 2013,54:5578-5580.
Abdollahi-Alibeik M., Shabani E.. Synthesis of 2, 3-dihydroquinazolin-4(1H)-ones catalyzed by zirconium (IV) chloride as a mild and efficient catalyst[J]. Chin. Chem. Lett., 2011,22:1163-1166.
Shaabani A., Maleki A., Mofakham H.. Click reaction:highly efficient synthesis of 2, 3-dihydroquinazolin-4(1H)-ones[J]. Synth. Commun., 2008,38:3751-3759. doi: 10.1080/00397910802213802
Dabiri M., Salehi P., Otokesh S.. Efficient synthesis of mono-and disubstituted 2, 3-dihydroquinazolin-4(1H)-ones using KAl (SO4)2·12H2O as a reusable catalyst in water and ethanol[J]. Tetrahedron Lett., 2005,46:6123-6126. doi: 10.1016/j.tetlet.2005.06.157
Dabiri M., Salehi P., Baghbanzadeh M.. Silica sulfuric acid:an efficient reusable heterogeneous catalyst for the synthesis of 2, 3-dihydroquinazolin-4(1H)-ones in water and under solvent-free conditions[J]. Catal. Commun., 2008,9:785-788. doi: 10.1016/j.catcom.2007.08.019
Amin R., Ashkan T.. Sulfamic acid as a reusable and green catalyst for efficient and simple synthesis of 2-substituted-2, 3-dihydroquinazolin-4(1H)-ones in water or methanol[J]. Chin. Chem. Lett., 2011,22:1317-1320. doi: 10.1016/j.cclet.2011.06.008
Abdollahi-Alibeik M., Shabani E.. Nanocrystalline sulfated zirconia as an efficient solid acid catalyst for the synthesis of 2, 3-dihydroquinazolin-4(1H)-ones[J]. J. Iranian Chem. Soc., 2014,11:351-359. doi: 10.1007/s13738-013-0306-5
Rostami A., Tahmasbi B., Gholami H., Taymorian H.. Supported N-propylsulfamic acid on magnetic nanoparticles used as recoverable and recyclable catalyst for the synthesis of 2, 3-dihydroquinazolin-4(1H)-ones in water[J]. Chin. Chem. Lett., 2013,24:211-214. doi: 10.1016/j.cclet.2013.01.032
Safari J., Gandomi-Ravandi S.. Efficient synthesis of 2-aryl-2, 3-dihydroquinazolin-4(1H)-ones in the presence of nanocomposites under microwave irradiation[J]. J. Mol. Catal. A:Chem., 2014,390:1-6. doi: 10.1016/j.molcata.2014.02.013
Wu J., Du X., Ma J.. Preparation of 2, 3-dihydroquinazolin-4(1H)-one derivatives in aqueous media with β-cyclodextrin-SO3H as a recyclable catalyst[J]. Green Chem., 2014,16:3210-3217. doi: 10.1039/c3gc42400f
Parthasaradhi Y., Rakhi C., Suresh S., Tangenda S.J.. Polyethylene glycol (PEG-400) as a medium for novel andefficient synthesis of 2-phenyl-2, 3-dihydroquinazolin-4(1H)-onederivatives[J]. Eur. J. Chem., 2013,4:462-466. doi: 10.5155/eurjchem.4.4.462-466.847
Shaterian H.R., Aghakhanizadeh M.. Brønsted acidic ionic liquids catalyze the preparation of 2, 3-dihydroquinazolin-4(1H)-one derivatives[J]. Res. Chem. Intermed., 2014,40:1655-1668. doi: 10.1007/s11164-013-1071-x
Li H.H., He Y.H., Yuan Y., Guan Z.. Nuclease p1:a new biocatalyst for direct asymmetric aldol reaction under solvent-free conditions[J]. Green Chem., 2011,13:185-189. doi: 10.1039/C0GC00486C
Cai J.F., Guan Z., He Y.H.. The lipase-catalyzed asymmetric C-C Michael addition[J]. J. Mol. Catal. B:Enzym., 2011,68:240-244. doi: 10.1016/j.molcatb.2010.11.011
Purkarthofer T., Gruber K., Gruber-Khadjawi M.. A biocatalytic Henry reaction-the hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions[J]. Angew. Chem. Int. Ed., 2006,45:3454-3456. doi: 10.1002/(ISSN)1521-3773
Safaei H.R., Shekouhy M., Shafiee V., Davoodi M.. Glycerol based ionic liquid with a boron core:a new highly efficient and reusable promoting medium for the synthesis of quinazolinones[J]. J. Mol. Liq., 2013,180:139-144. doi: 10.1016/j.molliq.2013.01.013
Dhanunjaya Rao A.V., Vykunteswararao B.P., Bhaskarkumar T.. Sulfonic acid functionalized Wang resin (Wang-OSO3H) as polymeric acidic catalyst for the eco-friendly synthesis of 2, 3-dihydroquinazolin-4(1H)-ones[J]. Tetrahedron Lett., 2015,56:4714-4717. doi: 10.1016/j.tetlet.2015.06.004
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