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有机化学
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有机化学 ›› 2012, Vol. 32 ›› Issue (07): 1314-1318.DOI: DOI: 10.6023/cjoc1111172 上一篇    下一篇

研究论文

顺序一锅法合成5,6,8-三氢-吡喃并[3',4':4,5]噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物

陈莉a,b, 孙绍发a,b, 宋功武b   

  1. a 咸宁学院药学院 湖北咸宁 437100;
    b 湖北大学化学化工学院 湖北武汉 430062
  • 收稿日期:2011-11-17 修回日期:2012-01-07 发布日期:2012-03-05
  • 通讯作者: 孙绍发 E-mail:ssf8223@yahoo.com.cn
  • 基金资助:
    湖北省自然科学基金(No. 2010CDZ048)资助项目.

Sequential One-Pot Synthesis of 5,6,8-Trihydropyrano[3',4':4,5]thieno[2,3-d]pyrimidin-4(3H)-one

Chen Lia,b, Sun Shaofaa,b, Song Gongwub   

  1. a School of Pharmacy, Xianning College, Xianning, Hubei 437100;
    b College of Chemistry and Chemical engineering, Hubei Universit, Wuhan, Hubei 430062
  • Received:2011-11-17 Revised:2012-01-07 Published:2012-03-05
  • Supported by:
    Project supported by the Natural Science Foundation of Hubei Province (No. 2010CDZ048).

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采用顺序一锅法, 以4,5,7-三氢-吡喃并[4,3-d]噻吩基三苯基膦亚胺、芳基异氰酸酯和胺类化合物为原料, 合成了19 个结构新颖的5,6,8-三氢-吡喃并[3',4':4,5]噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物, 该方法具有条件温和、操作简便, 收率高等特点. 所得化合物的结构用1HNMR, IR 和MS 等手段进行了表征, 此外还通过X 射线单晶衍射分析法进一步确证了化合物3-(4-氯苯基)-2-二乙胺基-5,6,8-三氢-吡喃并[3',4':4,5]噻吩并[2,3-d]嘧啶-4(3H)-酮(4a) 的结构.

关键词: 顺序一锅法, 氮杂Wittig 反应, 噻吩并嘧啶酮, 晶体结构

Nineteen novel 5,6,8-trihydropyrano [3',4':4,5] thieno [2,3-d] pyrimidin-4(3H)-one derivatives were synthsized using the sequential one-pot reaction, from 4,5,7-trihydropyrano [4,3-d] thiophen-2-ylimino-triphenyl-phosohorane, aryl-isocyanate and primary amine or secondary amine. Their structures were characterized by 1H NMR, IR and MS. Meanwhile, the structure of 3-(4-chlorophenyl)-2-(diethylamino)-5,6,8-trihydropyrano [3',4':4,5] thieno [2,3-d] pyrimidin-4(3H)-one (4a) was further confirmed by X-ray single diffraction method.

Key words: sequential one-pot reaction, aza-Wittig reaction, thienopyrimidinone, crystal structure