2-苯基苯并噻吩是一类重要的化合物,广泛应用于医药、农药和半导体等功能性材料的合成.因此,其合成受到人们广泛关注,合成新方法不断出现.本文从不同反应底物类别出发,对2-苯基苯并噻吩的合成方法进行了简要的综述和评价.
参考文献
| [1] | ZHANG Yumei,PEI Jian.Progress on Synthesis of Polycyclic Hydrocarbons Based on Benzo[b]thiophene and Their Applications in Organic Field-effect Transistors[J].Chinese J Appl Chem,2010,27(5):497-504(in Chinese).张玉梅,裴坚.苯并噻吩类稠环有机半导体材料的合成及在场效应晶体管中应用研究的进展[J].应用化学,2010,27(5):497-504. |
| [2] | FENG Changgen,DENG Xiafei,XIANG Hua,et al.Anti-estrogens:Current Status and Trends in the Treatment of Breast Cancer[J].Chinese J New Drugs,2006,13:25-31 (in Chinese).冯长根,邓霞飞,向华,等.治疗乳腺癌的抗雌激素药物研究进展[J].中国新药杂志,2006,13:25-31. |
| [3] | WANG Chuanyuan,DU Jianguo,DUAN Yi,et al.Geochemical Characteristics and Significance of Aromatic Hydrocarbon in Oil and Gas[J].Xinjiang Pet Geol,2007,28(1):29-32(in Chinese).王传远,杜建国,段毅,等.芳香烃地球化学特征及地质意义[J].新疆石油地质,2007,28(1):29-32. |
| [4] | Beller M,Bolm C,Eds.Transition Metals for Organic Synthesis[M].2nd Ed.Wiley-VCH,Weinheim,2004. |
| [5] | Kotschy A,Timári G.Heterocycles from Transition Metal Catalysis[M].Berlin:Springer,2005. |
| [6] | Ohta A,Akita Y,Ohkuwa T,et al.Palladium-catalyze Arylation of Furan,Thiophene,Benzo[b]furan and Benzo[b]thiophene[J].Heterocycles,1990,31:1951-1958. |
| [7] | Aoyagi Y,Inoue A,Koizum I,et al.Palladium-catalyzed Cross-coupling Reactions of Chloropyrazines with Aromatic Heterocycles[J].Heterocycles,1992,33:257-272. |
| [8] | Terao Y,Wakui H,Satoh T,et al.Palladium-Catalyzed Arylative Carbon-Carbon Bond Cleavage of α,α-Disubstituted Arylmethanols[J].J Am Chem Soc,2001,123:10407-10408. |
| [9] | Beatrix Bíró A,Kotschy A.Selective Palladium-Catalysed ipso Arylation of α,α-Disubstituted Benzo[b]thien-2-ylmethanols with Aryl Bromides Using PCy3 as Ligand[J].Eur J Org Chem,2007,8:1364-1368. |
| [10] | Hendrich A C,Daugulis O.Palladium-Catalyzed Arylation of Electron-Rich Heterocycles with Aryl Chlorides[J].Org Lett,2007,9:1449-1451. |
| [11] | Littke A F,Fu G C.Palladium-Catalyzed Coupling Reactions of Aryl Chlorides[J].Angew Chem,Int Ed,2002,41:4176-4211. |
| [12] | Nandurkar N S,Bhanushali M J,Bhor M D,et al.Palladium Bis(2,2,6,6-tetramethyl-3,5-heptanedionate):an Efficient Catalyst for Regioselective C-2 Arylation of Heterocycles[J].Tetrahedron Lett,2008,49:1045-1048. |
| [13] | Do H Q,Khan R M K,Daugulis O A.General Method for Copper-Catalyzed Arylation of Arene C—H Bonds[J].J Am Chem Soc,2008,130(45):15185-15192. |
| [14] | Truong T,Daugulis O.Base-Mediated Intermolecular sp2 C—H Bond Arylation via Benzyne Intermediates[J].J Am Chem Soc,2011,133(12):4243-4245. |
| [15] | Alberico D,Scott M E,Lautens M.Aryl-Aryl Bond Formation by Transition-Metal-Catalyzed Direct Arylation[J].Chem Rev,2007,107:174-238. |
| [16] | Yang S D,Sun C L,Zhao F,et al.Palladium-Catalyzed Direct Arylation of (Hetero)Arenes with Aryl Boronic Acids[J].Angew Chem Int Ed,2008,47:1473-1476. |
| [17] | Kitamura T,Yamane M,Zhang B X,et al.Phenyl-1-benzothiophenium Triflates by a Direct S-Phenylation with Diphenyliodonium Triflate[J].Bull Chem Soc Jpn,1998,71 (5):1215-1219. |
| [18] | Kitamura T,Zhang B X,Fujiwara Y.Novel Phenyl Migration of 1-Phenylbenzo[b]thiophenium Triflates in the Thermolysis[J].Tetrahedron Lett,2002,43:2239-2241. |
| [19] | Uozumi Y,Nakai Y.An Amphiphilic Resin-Supported Palladium Catalyst for High-Throughput Cross-Coupling in Water[J].Org Lett,2002,4:2997-3000. |
| [20] | Li C J,Chan T H.Organic Reactions in Aqueous Media[M].New York:Wiley,1997. |
| [21] | Kondolff I,Doucet H,Santelli M.Palladium/Tetraphosphine Catalyzed Suzuki Cross-Coupling of Heteroarylboronic Acids with Aryl Halides[J].J Heterocycl Chem,2008,45:109-118. |
| [22] | Yasuike S,Qin W,Sugawara Y,et al.Suzuki-type Cross-coupling Reaction of Pentavalent Triarylantimony Diacetates with Arylboronic Acids without a Base[J].Tetrahedron Lett,2007,48:721-724. |
| [23] | Arnoldi A,Carughi M.A Simple Synthesis of 2-Substituted 1-Benzothiophenes and 3-Substituted 2H-1-Benzothiopyrans[J].Synthesis,1988,2:155-157. |
| [24] | Aitken R A,Burns G.Flash Vacuum Pyrolysis of Stabilised Phosphorus Ylides:Part 3.Preparation of o-Methoxyphenyl-and o-Methylsulfanylphenyl-alkynes and Their Cyclisation to Benzofurans and Benzothiophenes[J].J Chem Soc,Perkin Trans 1,1994,17:2455-2460. |
| [25] | Jeong H J,Yoon U Y,Jang S H,etal.A New Zn/TiCl4/LiAlH4 Mediated Approach to 2-Aryl-or 2-Alkyl-substituted Benzothiophenes via Intramolecular Cyclization[J].Synlett,2007,9:1407-1410. |
| [26] | Sashida H,Sadamori K,Tsuchiya T.A Convenient One-Pot Preparation of Benzo[b]-tellurophenes,-Selenophenes,and-Thiophenes from o-Bromoethynylbenzenes[J].Synth Commun,2006,28(4):713-727. |
| [27] | Duan Z,Ranjit S,Liu X.One-Pot Synthesis of Amine-Substituted Aryl Sulfides and Benzo[b]thiophene Derivatives[J].Org Lett,2010,12:2430-2433. |
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