Synthesis of Bridged Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (12): 2102-2105. Previous Articles Next Articles

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桥连的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]的合成

方正东, 吕鉴泉

(湖北师范学院化学与环境工程学院黄石 435002)

收稿日期:2011-04-09 修回日期:2011-06-23 发布日期:2011-08-29
通讯作者: 方正东 E-mail:zdfangluo@sina.com

Synthesis of Bridged Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)

Fang Zheng-Dong ,LU JIAN-QUAN

(College of Chemistry and Environmental Engineering, Hubei Normal University, Huangshi 435002)

Received:2011-04-09 Revised:2011-06-23 Published:2011-08-29
Contact: Fang Zheng-Dong E-mail:zdfangluo@sina.com

Ethyl 2-amino-4-trifluoromethyl-5-methyl-thiophene-3-carboxylate (1) reacted with triphenylphosphine in hexachloroethane and triethylamine to give iminophosphorane 2 in 84% yield. Further aza-Wittig reactions of iminophosphorane 2 with aromatic isocyanate and bi-functional 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.

Key words: bridged, thieno[2,3-d]pyrimidin-4(3H)-one, aza-Wittig reaction, iminophosphorane

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FANG Zheng-Dong, LV Jian-Quan. Synthesis of Bridged Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)[J]. Chin. J. Org. Chem., 2011, 31(12): 2102-2105.

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桥连的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]的合成

Synthesis of Bridged Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)

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