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铜(II)催化碘促进的2-氨基-1,3,5-三嗪与查耳酮的氧化环化反应:芳酰基咪唑并[1,2-a][1,3,5]三嗪的合成

Copper(ii) catalyzed iodine-promoted oxidative cyclization of 2-amino-1,3,5-triazines and chalcones: synthesis of aroylimidazo[1,2-a][1,3,5]triazines.

作者信息

Li Jin Jing, Song Chan, Cui Dong-Mei, Zhang Chen

机构信息

College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, China.

出版信息

Org Biomol Chem. 2017 Jul 5;15(26):5564-5570. doi: 10.1039/c7ob01018d.

Abstract

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 a gram-scale reaction indicates its potential for bulk synthesis.

摘要

已开发出一种高效的铜(II)催化碘促进的反应,该反应能在温和条件下由2-氨基-1,3,5-三嗪和查尔酮合成芳酰基咪唑并[1,2-a][1,3,5]三嗪。该反应产率良好,区域选择性优异,并且能耐受含有醚、卤素和硝基等官能团的查尔酮。此方法在克级反应中的成功应用表明了其在大规模合成方面的潜力。

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