Ir-catalyzed C-H silylations of phenyldeazapurines

被引:8
|
作者
Sabat, Nazarii [1 ,2 ]
Slavetinska, Lenka Postova [2 ]
Hocek, Michal [1 ,2 ]
机构
[1] Charles Univ Prague, Fac Sci, Dept Organ Chem, CZ-12843 Prague 2, Czech Republic
[2] Acad Sci Czech Republ, Gilead & IOCB Res Ctr, Inst Organ Chem & Biochem, CZ-16610 Prague 6, Czech Republic
关键词
C-H silylation; Deazapurines; Iridium catalysis; C-H activations; CROSS-COUPLING REACTIONS; CYTOSTATIC ACTIVITY; DEHYDROGENATIVE SILYLATION; 6-ARYLPURINE NUCLEOSIDES; PYRIMIDINE NUCLEOSIDES; SUZUKI; ARYLATION; PURINES; FUNCTIONALIZATION; 6-PHENYLPURINE;
D O I
10.1016/j.tetlet.2015.10.089
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A study of the Ir-catalyzed C-H silylation of 6-phenyl-7-deazapurines or -9-deazapurines with trialkylsilanes revealed that this reaction preferentially proceeded via ortho-silylation at the aryl group due to the directing effect of the N1 nitrogen of the deazapurine, rather than C-H silylation at the heterocycle which was only a minor side-reaction. A preparative protocol for the ortho-silylation of aryldeazapurines is. presented. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6860 / 6862
页数:3
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