Direct synthesis of 6-arylpurines by reaction of 6-chloropurines with activated aromatics.
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.
Guo
Hai-Ming
HM
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. ghm@htu.cn
Li
Pu
P
Niu
Hong-Ying
HY
Wang
Dong-Chao
DC
Qu
Gui-Rong
GR
D000077410:Aluminum Chloride; D017607:Aluminum Compounds / Q000737:chemistry; D002712:Chlorides / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D015394:Molecular Structure; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D017607:Aluminum Compounds; D002712:Chlorides; D006841:Hydrocarbons, Aromatic; D011687:Purines; D000077410:Aluminum Chloride; C079308:6-chloropurine