پیوندهای مفید
اخبار و اعلانات
آمار
| تعداد نشریات | 41 |
| تعداد شماره‌ها | 1,131 |
| تعداد مقالات | 9,682 |
| تعداد مشاهده مقاله | 17,640,382 |
| تعداد دریافت فایل اصل مقاله | 12,308,863 |
Green and efficient synthesis of propargylamines via A3 coupling reaction using a copper (II)–thioamide combination | ||
| Iranian chemical communication | ||
| مقاله 4، دوره 7، Issue 2, pp. 90-159, Serial No. 23، تیر 2019، صفحه 118-125 اصل مقاله (876.52 K) | ||
| نوع مقاله: Original Research Article | ||
| شناسه دیجیتال (DOI): 10.30473/icc.2018.4607 | ||
| نویسندگان | ||
| Hamid Saeidian* ؛ Masomeh Faghfori؛ Morteza Abdoli | ||
| Department of Science, Payame Noor University (PNU), PO Box: 19395-4697, Tehran, Iran | ||
| چکیده | ||
| A one pot green three‐component coupling reaction of aldehyde, phenylacetylene, and amine derivatives in the presence of copper (II)–thioamide combination as a novel and efficient heterogeneous catalyst under solvent–free conditions is reported. The catalyst displayed high activity and afforded the corresponding propargylamines in good to high yields. The key to this procedure was the generation of Cu (I) required for the A3 coupling reaction, which was achieved by in situ reduction of Cu (II) using thiobenzanilide as reduction agent and ligand. The structure of the products was confirmed by 1H NMR, 13C NMR and EI-MS and comparison with authentic samples prepared by reported methods | ||
| کلیدواژه‌ها | ||
| Propargylamine؛ copper (II)–thioamide combination؛ Heterogeneous catalyst؛ A3 coupling reaction؛ green chemistry | ||
| مراجع | ||
|
[1] B.S. Iyengar, W.A. Remers, W.T. Bradner, J. Med. Chem. 1986, 29, 1864-1868.
[2] S. Dragoni, V. Porcari, M. Valoti, M. Travagli, D. Castagnolo, J. Pharm. Pharmacol. 2006, 58, 561-565.
[3] Y. Kleiner, O. Bar-Am, T. Amit, A. Berdichevski, E. Liani, G. Maor, I. Reiter, M.B. Youdim, O. Binah, J. Cardiovasc. Pharmacol. 2008, 52, 268-272.
[4] F.T. Zindo, J. Joubert, S.F. Malan, Future. Med. Chem. 2015, 7, 609-629.
[5] R.A. Hauser, Int. J. Neurosci, 2011, 121, 53-62.
[6] R. León, A.G. Garcia, J. Med. Res. Rev. 2013, 33, 139-189.
[7] M. Yogev-Falach, O. Bar-Am, T. Amit, O. Weinre, M.B. Youdim, FASEB. J. 2006, 20, 2177-2179.
[8] J.D. Amsterdam, J. Clin. Psychiatry. 2003, 64, 208-214.
[9] C. Swithenbank, P.J. McNulty, K.L. Viste, J. Agric. Food Chem. 1971, 19, 417-421.
[10] Y.Yamamoto, H. Hayashi, T. Saigoku, H. Nishiyama, J. Am. Chem. Soc. 2005, 127, 10804-10805.
[11] F.J. Fananás, T. Arto, A. Mendoza, F. Rodriguez, Org. Lett. 2011, 13, 4184-4187.
[12] T.P. Lebold, A.B. Leduc, M.A. Kerr, Org. Lett. 2009, 11, 3770-3772.
[13] M. Zhu, W. Fu, G. Zou, C. Xun, D. Deng, B. Ji, J. Fluorine. Chem. 2012, 135, 195-199.
[14] Z. Jiang, P. Lu, Y. Wang, Org. Lett. 2012, 14, 6266-6269.
[15] L. Zani, C. Bolm, Chem. Commun. 2006, 4263-4275.
[16] M. Abdollahi-Alibeik, A. Moaddeli, RSC Adv. 2014, 4, 39759-39766.
[17] R. Maggi, A. Bello, C. Oro, G. Sartori, L. Soldi, Tetrahedron, 2008, 64, 1435-1439.
[18] G.A. Price, A.K. Brisdon, K.R. Flower, R.G. Pritchard, P. Quayle, Tetrahedron Lett. 2014, 55, 151-154.
[19] S. Sakaguchi, T. Kubo, Y. Ishii, Angew. Chem. Int. Ed. 2001, 40, 2534-2536.
[20] S. Samai, G.C. Nandi, M. Singh, Tetrahedron Lett. 2010, 51, 5555-5558.
[21] Z. Mirjafary, L. Ahmadi, M. Moradi, H. Saeidian, RSC Adv. 2015, 5, 78038-78046.
[22] H. Saeidian, S. Khajeh-Vahdati, H. Bazghosha, Z. Mirjafary, J. Sulfur Chem. 2014, 35, 700-710.
[23] E.S. Raper, Coord. Chem. Rev. 1994, 129, 91-156.
[24] R. Sultana, T.S. Lobana, R. Sharma, A. Castineiras, T. Akitsu, K. Yahagi, Y. Aritake, Inorg. Chim. Acta. 2010, 363, 3432-3441.
[25] M.K. Patil, M. Keller, B.M. Reddy, P. Pale, J. Sommer, Eur. J. Org. Chem. 2008, 4440-4445.
[26] M. Kidwai, V. Bansal, A. Kumar, S. Mozumdar, Green Chem. 2007, 9, 742-745.
[27] M.L. Kantam, V. Balasubrahmanyam, K.B.S. Kumar G.T. Venkanna, Tetrahedron Lett. 2007, 48, 7332-7334.
[28] D.A. Kotadia, S.S. Soni, Appl. Catal. A: Gen. 2014, 488, 231-238. | ||
|
آمار تعداد مشاهده مقاله: 757 تعداد دریافت فایل اصل مقاله: 678 |
||