- Cobalt-Catalyzed Glaser-type Homocoupling Reaction
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A highly efficient cobalt-catalyzed homocoupling of terminal alkynes with di-tert-butyldiaziridinone as the oxidant has been developed. The protocol tolerates a wide array of terminal alkynes, both activated and unactivated alkynes, to afford the corresponding conjugated 1,3-diynes. The mild reaction conditions further allow late-stage homocoupling of alkynes derived from complex natural products.
- Chen, Lin,Guo, Peng,Han, Jun-Fa,Ye, Ke-Yin
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- Sulfur heterocyclization and 1,3-migration of silicon in reaction of 1,3-diynes with sodium triisopropylsilanethiolate: One-pot synthesis of 2,5-disubstituted 3-(triisopropylsilyl)thiophenes
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Sulfur heterocyclization and 1,3-migration of silicon have been realized in the reactions of a range of 1,3-diynes with sodium triisopropylsilanethiolate in N,N-dimethylformamide. These provided 40-72% yields of 2,5-disubstituted 3-(triisopropylsilyl)thiophenes and up to 50% yield of 2,5-disubstituted thiophenes. Georg Thieme Verlag Stuttgart, New York.
- Tang, Jialiang,Ming, Ling,Zhao, Xiaoming
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p. 1713 - 1718
(2013/07/25)
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- Synthesis of thiophene oligomers via organotin compounds
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A versatile synthetic route involving the use of organotin compounds has been applied for the preparation of functionalized oligothiophenes. Substituted bithiophenes have been synthesized via the coupling reaction of 2-bromothiophenes with 3-trimethylstannylthiophene. The latter reagent couples with bromoaromatics, bromoheteroaromatics and 2,5-dibromothiophenes to give the corresponding 3-arylthiophenes, 3-heteroarylthiophenes and terthiophenes, respectively. 2-Trimethylstannylthiophene couples with 2,5-dibromo-3-arylthi ophenes to give 3-aryl-α-terthiophenes. The structures of the new compounds were confirmed by elemental analysis, mass spectrometry, 1H- and 13C-NMR spectral data.
- Al-Taweel, Samir A.,Al-Saraierh, Hassan F.
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- CONVENIENT SYNTHESIS OF VARIOUS TERHETEROCYCLIC COMPOUNDS BY Pd(O)-CATALYZED COUPLING REACTIONS
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Various terheterocyclic compounds containing thiophene, furan, selenophene, pyridine and thiazole rings have been obtained by the Pd(PPh3)4-catalyzed coupling of dihalo-substituted heterocyclic compounds with heterocyclic boronic acids, using sodium bicar
- Gronowitz, Salo,Peters, Dan
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p. 645 - 658
(2007/10/02)
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- SYNTHESIS OF 3,2':5',3''-TERTHIOPHENE AND 2,5-DI(3'-THIENYL)FURAN
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Synthesis of 3,2':5',3''-terthiophene (2) and 2,5-di(3-thienyl)furan (6) has been achieved from 1,4-di(3'-thienyl) 1,4-butanedione (3) which in turn was prepared by the hypervalent iodine oxidation of 3-acetylthiophene silyl enol ether (5).Mass spectra of 2 and 6 are also discussed.
- Moriarty, Robert M.,Prakash, Om,Duncan, Michael P.
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p. 789 - 796
(2007/10/02)
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