以7个羰基化合物和五硫化二磷为原料,通过辐射下的微波、无溶剂的硫代反应,合成了7种硫羰基化合物,收率76％ ～ 93％.最佳反应条件为:羰基化合物与P2S5的摩尔比为4∶1,反应温度100℃,反应时间15～20 min.合成化合物的结构经1H NMR和13C NMR表征.
参考文献
| [1] | MA Xiaoli,WU Minyuan,HU Yamei,et al.Relationships Between Thiopurine Methyltransferase Gene Polymorphisms and Its Enrymatic Activity[J].Chinese J Oncol,2006,28 (6):456-459 (in Chinese).马晓莉,吴敏媛,胡亚美,等.巯嘌呤甲基转移酶基因多态性位点与酶活性的关系[J].中华肿瘤杂志,2006,28(6):456-459. |
| [2] | Yuan B F,Connor T R,Wang Y S.6-Thioguanine and S(6)-Methylthioguanine are Mutagenic in Human Cells[J].ACS Chem Biol,2010,5(11):1021-1027. |
| [3] | Prokopcova H,Kappe C O.Palladium (0)-Catalyzed,Copper (Ⅰ)-Mediated Coupling of Boronic Acids with Cyclic Thioamides:Selective Carbon-Carbon Bond Formation for the Functionalization of Heterocycles[J].J Org Chem,2007,72(12):4440-4448. |
| [4] | Schmidt R R,Heermann D.Glycosylhydrazine,4.1H-1,2,4-Triazol-nucleoside-Synthese yon Virazol[J].Chem Ber,1981,114(8):2825-2833. |
| [5] | Pathak A K,Pathak V L,Seitz E,et al.Antimycobacterial Agents:1.Thio Analogues of Purine[J].J Med Chem,2004,47(1):273-276. |
| [6] | GU Lixin,WANG Wei,JIANG Dingqiang,et al.Improved Method for the Synthesis of (3aS,6aR)-1,3-dipenzyl-hexahydro 1H-Thienoimidazole-2,4-dione[J].Chem Res Appl,2007,19 (9):1056-1058 (in Chinese).顾立新,王伟,蒋定强,等.(3aS,6aR)-1,3-二苄基-六氢-1H-噻吩并[3,4-d]咪唑-2,4-二酮制备方法的改进[J].化学研究与应用,2007,19(9):1056-1058. |
| [7] | Kikugawa K,Suehiro H,Ichino M.Platelet Aggregation Inhibitors:6.2-Thioadenosine Derivatives[J].J Med Chem,1973,16(12):1381-1388. |
| [8] | Ikehara M.Ace.Purine 8-Cyclonucleosides[J].Chem Res,1969,2(2):47-53. |
| [9] | Firouzabadi H,Iranpoor N,Abbasi M.Pronounced Catalytic Effect of a Micellar Solution of Sodium Dodecyl Sulfate (SDS)on the Efficient C-S Bond Formation via an Odorless Thia-Michael Addition Reaction Through the in situ Generation of S-Alkylisothiouronium Salts[J].Adv Synth Catal,2009,351 (5):755-766. |
| [10] | Ding Q P,Huang X G,Wu J.Diaryl Ether and Diaryl Thioether Syntheses on Solid Supports via Copper (Ⅰ)-Mediated Coupling[J].J Comb Chem,2009,11(6):47-71. |
| [11] | JIN Qinhan.Microwave Chemistry[M].Beijing:Science Press,1999:215-221 (in Chinese).金钦汉.微波化学[M].北京:科学出版社,1999:215-221. |
| [12] | Klingsberg E,Papa D.Thiation with Phosphorus Pentasulfide in Pyridine Solution[J].J Am Chem Soc,1951,73 (10):4988-4989. |
| [13] | LI Jianping,ZHANG Liping,XUE Zaikun,et al.Synthesis of Symmetrical Dithiocarbohydrazide by Microwave Irradiation under Solvent-free Condition[J].Chinese J Synth Chem,2011,9 (2):264-266 (in Chinese).李建平,张丽平,薛载坤,等.微波促进对称二氨基硫脲衍生物的无溶剂合成[J].合成化学,2011,9(2):264-266. |
| [14] | XU Jiaxi.Microwave Irradiation and Selectivities in Organic Reactions[J].Prog Chem,2007,19 (5):700-712 (in Chinese).许家喜.微波与有机化学反应的选择性[J].化学进展,2007,19(5):700-712. |
| [15] | Ozturk T,Ertas E,Mert O.Use of Lawesson's Reagent in Organic Syntheses[J].Chem Rev,2007,107 (11):5210-5278. |
| [16] | Curphey T J.Thionation with the Reagent Combination of Phosphorus Pentasulfide and Hexamethyldisiloxane[J].J Org Chem,2002,67(18):6461-6473. |
| [17] | TAO Zi.Thioacetamide[J].Shanghai Chem Ind,1985,4:57-59 (in Chinese).陶子.硫代乙酰胺[J].上海化工,1985,4:57-59. |
| [18] | Gertrude B Elion,Elizabeth Burgi,George H.Studies on Condensed Pyrimidine Systems:Ⅸ.The Synthesis of Some 6-Substituted Purines[J].J Am Chem Soc,1952,74(2):411-414. |
| [19] | Kaneko K,Katayama H,Wakabayashi T,et al.Pyrimidine Derivatives:1.The Highly Regioselective 4-Thionation of Pyrimidine-2,4(1H,3H)-dione Derivatives with Lawesson Reagent[J].Synthesis,1988,2:152-154. |
| [20] | Lapucha A R.A Rapid and Efficient Synthesis of Sulfur Analogues of Pyrimidine Bases[J].Synthesis,1987,3:256-258. |
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