COPPER-MEDIATED N-ARYLATION IN THE SYNTHESIS OF ARYLADENINES

被引：5
|
作者：
Krouzelka, Jan [1 ]
Linhart, Igor [1 ]
机构：
[1] Prague Inst Chem Technol, Dept Organ Chem, CZ-16628 Prague, Czech Republic
来源：
HETEROCYCLES | 2009年 / 78卷 / 05期
关键词：
N-Arylation; Purine; DNA Adduct; Aryladenine; DNA-ADDUCTS; ACIDS; EXPOSURE; PURINES; STYRENE;
D O I：
10.3987/COM-08-11596
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of N3 and N9 aryladenines was prepared by arylation of 8-bromoadenine under modified Chan-Lam-Evans coupling conditions followed by reductive debromination with hydrogen on palladium. Conditions of arylation were optimised to maximise the yield of N3-arylated products. The selectivity of the reaction varied with temperature the ligand used. The best results were obtained in DMF with phenanthroline as a ligand at 60 degrees C.
引用
收藏
页码：1205 / 1216
页数：12
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