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桥连的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]的合成 被引量:3

Synthesis of Bridged Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)
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摘要 2-氨基-4-三氟甲基-5-甲基-噻吩-3-羧酸乙酯(1)与三苯基膦、六氯乙烷及三乙胺反应,以84%的产率得到膦亚胺2-在碳酸钾的催化下,膦亚胺2与芳基异氰酸酯和双官能亲核试剂的串联氮杂Wittig反应制得新型桥连的双[噻吩并[2,3-加嘧啶-4(3H)-酮]3,产率为58%-82%.所有产物结构经IR,1HNMR,MS表征和元素分析确证. Ethyl 2-amino-4-trifluoromethyl-5-methyl-thiophene-3-carboxylate (1) reacted with triphenyl- phosphine in hexachloroethane and triethylamine to give iminophosphorane 2 in 84% yield. Further aza-Wittig reactions of iminophosphorane 2 with aromatic isocyanate and bifunctional nucleophilic reagents produced novel bridged bis(thieno[2,3-d]pyrimidin-4(3H)-ones) 3 in the presence of catalytic amounts of potassium carbonate in 58%-82% yields. The structures of all products were confirmed by IR, 1H NMR, MS techniques and elemental analysis.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2011年第12期2102-2105,共4页 Chinese Journal of Organic Chemistry
基金 湖北省自然科学基金(No.2010CDA061)资助项目
关键词 桥连 噻吩并[2 3-d]嘧啶-4(3H)-酮 氮杂WITTIG反应 膦亚胺 bridged thieno[2,3-d]pyrimidin-4(3H)-one aza-Wittig reaction iminophosphorane
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  • 1丁明武,杨尚君,陈云峰.2-烷氧基-3H-喹唑啉-4-酮的合成与杀菌活性[J].有机化学,2004,24(8):923-926. 被引量:26
  • 2Braese S, Gil C, Knepper K, Zimmermann V. Organic azides. An exploding diversity of a unique class of compounds. Angew Chem Int Ed, 2005, 44(33): 5188-5240.
  • 3Palacios F, Alonso C, Aparicio D, Rubiales G, Santos JM. The aza-Wittig reaction: an efficient tool for the construction of carbon-nitrogen double bonds. Tetrahedron, 2007, 63(3): 523-575.
  • 4Takeuchi H, Hagiwara S, Eguchi S. A new efficient synthesis of imidazolinones and quinazolinone by intramolecular aza-Wittig reaction. Tetrahedron, 1989, 45(20): 6375-6386.
  • 5Ding MW, Tu HY, Liu ZJ. Application of carbodiimide in heterocyclic synthesis: New facile synthesis of 2-aminoimidazolinone derivatives. Synth Commun, 1997, 27(20): 3657-3662.
  • 6Ding MW, Xu ZF, Wu TJ. New facile synthesis of 2-aryloxy-4H-imidazolin-4-ones via base catalytic reactions of phenols with functionalized carbodiimides. Synth Commun, 1999, 29(7): 1171-1176.
  • 7Li HX, Sun Y, Ding MW. Reaction of functionalized carbodiimide with α-amino ester: A selective synthesis of 2,3,5-trisubstituted imidazol-4-ones. Synth Commun, 2008, 38(24): 4328-4336.
  • 8Ding MW, Zeng GP, Liu ZJ. Synthesis and fungicidal activities of 4H-imidazolin-4-ones containing sulfur substituent. Phosph Sulf Silic Relat Elem, 2002, 177(5): 1315-1321.
  • 9Yuan JZ, Wei JJ, Ding MW. A facile synthesis of 2-alkylthio-5,5-dimethyl-4H-imidazol-4-ones. Synth Commun, 2006, 36(19): 2921-2925.
  • 10Li HX, Xie C, Ding MW, Liu ZM, Yang GF. Synthesis of a library of imidazolin-4-ones using poly(ethylene glycol) as soluble support. Synlett, 2007, (14): 2280-2282.

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