Utilizing Amines and Carbon Disulfide to Obtain Nitrogen- and Sulfur-containing Compounds under Green Conditions: A Review

被引:9
作者
Fardpour, Maryam [1 ]
Shafie, Arefeh [1 ]
Bahadorikhalili, Saeed [2 ]
Larijani, Bagher [3 ]
Mahdavi, Mohammad [3 ]
机构
[1] Univ Tehran, Coll Sci, Sch Chem, Tehran 1417614411, Iran
[2] Iranian Space Res Ctr, Inst Mech, Shiraz, Iran
[3] Univ Tehran Med Sci, Endocrinol & Metab Res Ctr, Endocrinol & Metab Clin Sci Inst, Tehran 14176, Iran
关键词
Carbon disulfide; amines; multicomponent reactions; green synthesis; heteroatom containing compound; green chemistry; ONE-POT SYNTHESIS; SOLVENT-FREE SYNTHESIS; EFFICIENT ONE-POT; LIVING RADICAL POLYMERIZATION; DITHIOCARBAMIC ACID SALTS; 4-COMPONENT SYNTHESIS; 3-COMPONENT SYNTHESIS; FACILE SYNTHESIS; THIOUREA DERIVATIVES; ANTIFUNGAL ACTIVITY;
D O I
10.2174/1385272822666181029113222
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As multi-component reactions have been among the most important and advantageous methodologies in organic chemistry since 150 years ago, the present review focuses on one-pot multi-component reactions containing amines and carbon disulfide as constant starting materials along with other essential substances to afford the corresponding nitrogen-and sulfur-containing products in demand such as thiazolidine-2-thiones, 2-imino-1,3-dithiolanes, 2-substituted benzothiazoles, 1,3-thiazine-2-thiones, dithiocarbamate derivatives, and thioureas through green methodologies. This synthetic field has been widely studied throughout the last two decades to achieve such biologically active structures. The progress orientation of these reports towards green chemistry principles is reviewed from 2000 to December 2017.
引用
收藏
页码:2315 / 2380
页数:66
相关论文
共 273 条
[81]   Chemistry and Biology Of Multicomponent Reactions [J].
Domling, Alexander ;
Wang, Wei ;
Wang, Kan .
CHEMICAL REVIEWS, 2012, 112 (06) :3083-3135
[82]   Synthesis of carbocyclic and heterocyclic fused quinolines by cascade radical annulations of unsaturated N-aryl thiocarbamates, thioamides, and thioureas [J].
Du, W ;
Curran, DP .
ORGANIC LETTERS, 2003, 5 (10) :1765-1768
[83]   Synthesis and structure activity relationships of novel small molecule cathepsin D inhibitors [J].
Dumas, J ;
Brittelli, D ;
Chen, JS ;
Dixon, B ;
Hatoum-Mokdad, H ;
König, G ;
Sibley, R ;
Witowsky, J ;
Wong, S .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (17) :2531-2536
[84]   Reaction of cyclic tetrathiophosphates with carboxylic acids as a means to generate dithioesters and control radical polymerization by RAFT [J].
Duréault, A ;
Gnanou, Y ;
Taton, D ;
Destarac, M ;
Leising, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (25) :2869-2872
[85]   Highly Stereoselective Synthesis of Natural-Product-Like Hybrids by an Organocatalytic/Multicomponent Reaction Sequence [J].
Echemendia, Radell ;
de La Torre, Alexander F. ;
Monteiro, Julia L. ;
Pila, Michel ;
Correa, Arlene G. ;
Westermann, Bernhard ;
Rivera, Daniel G. ;
Paixao, Marcio W. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (26) :7621-7625
[86]   REACTIONS OF LONG-CHAIN AMINES .6. PREPARATION OF THIOUREAS [J].
ERICKSON, JG .
JOURNAL OF ORGANIC CHEMISTRY, 1956, 21 (04) :483-484
[87]  
Fernández JMG, 2000, ADV CARBOHYD CHEM BI, V55, P35
[88]  
FOYE WO, 1981, BURGERS MED CHEM 3, P11
[89]   Phosphine-catalyzed construction of sulfur heterocycles [J].
Gabillet, Sandra ;
Lecercle, Delphine ;
Loreau, Olivier ;
Carboni, Michael ;
Dezard, Sophie ;
Gomis, Jean-Marie ;
Taran, Frederic .
ORGANIC LETTERS, 2007, 9 (20) :3925-3927
[90]   Water-Mediated Multicomponent Reaction: A Facile and Efficient Synthesis of Multisubstituted Thiazolidine-2-thiones [J].
Gan, Shi-Feng ;
Wan, Jie-Ping ;
Pan, Yuan-Jiang ;
Sun, Cui-Rong .
SYNLETT, 2010, (06) :973-975