SYNTHESIS OF VARIOUS 5-ARYLSUBSTITUTED CYTOSINES

被引:19
作者
PETERS, D [1 ]
HORNFELDT, AB [1 ]
GRONOWITZ, S [1 ]
机构
[1] NIH,BETHESDA,MD 20892
关键词
D O I
10.1002/jhet.5570280626
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Some Pd-catalyzed coupling reactions have been evaluated for the synthesis of 5-substituted cytosines. A large number of 5-arylcytosines were prepared in good yields by using 2,4-O,N-bis-trimethylsilyl-5-iodocytosine with various aryl tin compounds. The use of trimethylsilyl groups proved to be essential for the reaction, attempted coupling of 5-iodocytosine and 2-trimethylstannylthiazole was not successful. One convenient alternative, which unfortunately was not successful, would have been to reverse the coupling functionalities and couple commercial arylhalides with 5-trimethylstannyl- or 5-tributylstannyl-derivatives or the corresponding 2,4-O,N-bis-trialkylsilylcytosines.
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页码:1613 / 1617
页数:5
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