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通过6-卤代嘌呤与乙酰乙酸乙酯的基于亲核芳香取代（S(N)Ar）的反应，直接且高效地无催化剂一步合成2-(嘌呤-6-基)乙酰乙酸乙酯、(嘌呤-6-基)乙酸酯和6-甲基嘌呤。

Straightforward and highly efficient catalyst-free one-step synthesis of 2-(purin-6-yl)acetoacetic acid ethyl esters, (purin-6-yl)acetates, and 6-methylpurines through S(N)Ar-based reactions of 6-halopurines with ethyl acetoacetate.

作者信息

Qu Gui-Rong, Mao Zhi-Jie, Niu Hong-Ying, Wang Dong-Chao, Xia Chao, Guo Hai-Ming

机构信息

College of Chemistry and Environmental Science, Henan Normal University, Xinxiang 453007, Henan, P. R. China.

出版信息

Org Lett. 2009 Apr 16;11(8):1745-8. doi: 10.1021/ol9002256.

DOI:10.1021/ol9002256
PMID:19296648
Abstract

A novel approach to the synthesis of purines bearing functionalized carbon substituents or methyl in position 6 was developed. Under different reaction conditions, 6-halopurine derivatives could react with ethyl acetoacetate efficiently to yield 2-(purin-6-yl)acetoacetic acid ethyl esters, (purin-6-yl)acetates and 6-methylpurines respectively. No metal catalyst and ligand were required.

摘要

开发了一种合成在6位带有官能化碳取代基或甲基的嘌呤的新方法。在不同反应条件下，6-卤代嘌呤衍生物可分别与乙酰乙酸乙酯高效反应，生成2-(嘌呤-6-基)乙酰乙酸乙酯、(嘌呤-6-基)乙酸酯和6-甲基嘌呤。无需金属催化剂和配体。

相似文献

1
Straightforward and highly efficient catalyst-free one-step synthesis of 2-(purin-6-yl)acetoacetic acid ethyl esters, (purin-6-yl)acetates, and 6-methylpurines through S(N)Ar-based reactions of 6-halopurines with ethyl acetoacetate.通过6-卤代嘌呤与乙酰乙酸乙酯的基于亲核芳香取代（S(N)Ar）的反应，直接且高效地无催化剂一步合成2-(嘌呤-6-基)乙酰乙酸乙酯、(嘌呤-6-基)乙酸酯和6-甲基嘌呤。
Org Lett. 2009 Apr 16;11(8):1745-8. doi: 10.1021/ol9002256.
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