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碘催化一锅法多组分合成含四唑并[1,5-a]嘧啶核心的化合物库。

Iodine catalyzed one-pot multicomponent synthesis of a library of compounds containing tetrazolo[1,5-a]pyrimidine core.

作者信息

Zeng Li-Yan, Cai Chun

机构信息

Chemical Engineering College, Nanjing University of Science & Technology, Nanjing, China.

出版信息

J Comb Chem. 2010 Jan-Feb;12(1):35-40. doi: 10.1021/cc9000983.

Abstract

Versatile and novel reactions of 5-aminotetrazole with structurally diverse aryl aldehydes and building blocks with active methylene catalyzed by iodine were investigated in a multicomponent one-pot protocol. A series of 5,7-diaryl-4,7-dihydrotetrazolo[1,5-a]pyrimidines C and 5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylates D were obtained in moderate to good yields. Further exploration rapidly afforded various E in good to excellent yields; in addition, compound F was also obtained under the same condition. The structures of products were characterized by LC-MS, (1)H NMR, (13)C NMR, and elemental analysis.

摘要

研究了在多组分一锅法中,5-氨基四唑与结构多样的芳基醛以及具有活性亚甲基的结构单元在碘催化下的多功能新颖反应。以中等至良好的产率得到了一系列5,7-二芳基-4,7-二氢四唑并[1,5-a]嘧啶C和5-甲基-7-芳基-4,7-二氢四唑并[1,5-a]嘧啶-6-羧酸酯D。进一步探索以良好至优异的产率快速得到了各种E;此外,在相同条件下也得到了化合物F。通过液相色谱-质谱联用、核磁共振氢谱、核磁共振碳谱和元素分析对产物结构进行了表征。

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