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One-pot sequential coupling reactions as a new practical protocol for the synthesis of unsymmetrical 2,3-diethynyl quinoxalines and 4-ethynyl-substituted pyrrolo[1,2-a]quinoxalines.
Molecular Diversity ( IF 3.8 ) Pub Date : 2020-04-16 , DOI: 10.1007/s11030-020-10083-5
Ali Keivanloo 1 , Saeed Lashkari 1 , Mohammad Bakherad 1 , Mahsa Fakharian 1 , Sima Abbaspour 1
Affiliation  

One palladium-catalyzed sequential coupling reactions were successfully used as a new protocol for the synthesis of unsymmetrical 2,3-diethynyl quinoxalines and 4-ethynyl-substituted pyrrolo[1,2-a]quinoxalines. The one-pot two coupling reactions of 2,3-dichloroquinoxaline, with two different terminal alkynes, under controlled conditions produced selectively unsymmetrical 2,3-diethynyl quinoxalines with high yields. When one of the two terminal alkynes was 3-propyne-1-ol, in the presence of secondary amines, cyclization occurred and 4-ethynyl-substituted pyrrolo[1,2-a]quinoxalines were successfully formed. All synthesized compounds were tested against the two bacterial strains including Micrococcus luteus and Pseudomonas aeruginosa.

中文翻译:

一锅顺序偶联反应作为合成不对称 2,3-二乙炔基喹喔啉和 4-乙炔基取代的吡咯并 [1,2-a] 喹喔啉的新实用方案。

一种钯催化的连续偶联反应成功地用作合成不对称 2,3-二乙炔基喹喔啉和 4-乙炔基取代的吡咯并 [1,2-a] 喹喔啉的新方案。2,3-二氯喹喔啉与两种不同末端炔烃在受控条件下的一锅两偶联反应以高产率选择性地产生不对称的2,3-二乙炔基喹喔啉。当两个末端炔烃之一是 3-propyne-1-ol 时,在仲胺的存在下,发生环化并成功形成 4-乙炔基取代的吡咯并 [1,2-a] 喹喔啉。所有合成的化合物都针对两种细菌菌株进行了测试,包括藤黄微球菌和铜绿假单胞菌。
更新日期:2020-04-18
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