Aroylimidazo[1,2-a][1,3,5]triazines are rapidly synthesized via a facile and mild reaction of 2-amino-triazines and 1,3-dicarbonyl compounds using NBS. The reaction occurred with good yields and excellent regioselectivity, and β-keto esters, β-keto amides, and 1,3-diones were tolerated under the optimized procedure. In addition, the successful application of this methodology for a gram-scale reaction
使用NBS通过2-氨基三嗪和1,3-二羰基化合物的轻度和温和反应可以快速合成Aroylimidazo [1,2- a ] [1,3,5]三嗪。该反应以良好的收率和优异的区域选择性进行,并且在优化的程序下耐受β-酮酯,β-酮酰胺和1,3-二酮。此外,这种方法在克级反应中的成功应用表明其具有大量合成的潜力。
Copper(<scp>ii</scp>) catalyzed iodine-promoted oxidative cyclization of 2-amino-1,3,5-triazines and chalcones: synthesis of aroylimidazo[1,2-a][1,3,5]triazines
作者:Jin Jing Li、Chan Song、Dong-Mei Cui、Chen Zhang
DOI:10.1039/c7ob01018d
日期:——
An efficient copper(II) catalyzed iodine-promoted synthesis of aroylimidazo[1,2-a][1,3,5]triazines from 2-amino-1,3,5-triazines and chalcones under mild conditions has been developed. The reaction occurred with good yields and excellent regioselectivities, and tolerated chalcone containing functionalities such as ethers, halogens, and nitro groups. The successful application of this methodology for
开发了一种高效的铜(II)在温和条件下由2-氨基-1,3,5-三嗪和查耳酮催化碘促进的芳基咪唑并[1,2- a ] [1,3,5]三嗪的合成方法。该反应具有良好的收率和优异的区域选择性,并且可以耐受包含查耳酮的官能团,例如醚,卤素和硝基。这种方法在克级反应中的成功应用表明其具有大量合成的潜力。
Metal free [4+1] and [5+1] annulation reactions to prepare heterocycles using DMF and its derivatives as one-carbon source
作者:Yiwen Xu、Bei Shen、Lingfeng Liu、Chunhua Qiao
DOI:10.1016/j.tetlet.2020.151844
日期:2020.5
in a variety of pharmaceutical and agrochemical agents. Herein, we report a highly efficient and practical method using DMF and its derivative for the [4+1] and [5+1] annulation reactions to prepare these heterocycles. This metalfree reaction takes advantages of shelf stable DMF as solvent and carbon donor, imidazole chloride as catalyst, the mild reaction condition tolerates a broad substrate range
1,2,4-三唑并[3,4- a ]吡啶和相关的杂环以及取代的三嗪是在各种药物和农用化学试剂中普遍发现的支架。在这里,我们报告了一种高效且实用的方法,该方法使用DMF及其衍生物进行[4 + 1]和[5 + 1]环化反应,以制备这些杂环。这种无金属的反应利用了贮存稳定的DMF作为溶剂和碳供体,使用咪唑氯化物作为催化剂的优势,温和的反应条件可耐受广泛的底物范围并替代。制备的3-未取代的1,2,4-三唑并[3,4- a ]吡啶和衍生物允许在3-位进一步引入各种官能团。