6-氯嘌呤与活化芳香族化合物反应直接合成 6-芳基嘌呤。

Direct synthesis of 6-arylpurines by reaction of 6-chloropurines with activated aromatics.

机构信息

College of Chemistry and Environmental Science, Key Laboratory of Green Chemical Media and Reactions of Ministry of Education, Henan Normal University, Xinxiang 453007, Henan, China.

出版信息

J Org Chem. 2010 Sep 3;75(17):6016-8. doi: 10.1021/jo1010334.

DOI:10.1021/jo1010334

PMID:20698510

Abstract

Highly functionalized C6-aryl-substituted purine analogues were synthesized through direct arylation of 6-chloropurine with aromatics promoted by anhydrous AlCl(3) in a single step. The reactions, which were conducted using a 3-fold excess of AlCl(3) in refluxing 1,2-dichloroethane, gave moderate to excellent product yields in 0.5 h. This work is complementary to the classical coupling reactions for the synthesis of C6-aryl-substituted purine analogues.

摘要

通过无水 AlCl(3) 促进的 6-氯嘌呤与芳烃的直接芳基化反应，一步法合成了高官能化的 C6-芳基取代嘌呤类似物。在回流的 1,2-二氯乙烷中使用 3 倍过量的 AlCl(3)进行反应，在 0.5 小时内可得到中等至优秀的产物收率。这项工作是对经典的 C6-芳基取代嘌呤类似物合成偶联反应的补充。