Gold(I)-catalyzed direct C-H arylation of pyrazine and pyridine with aryl bromides | |
Li, Ming ; Hua, Ruimao | |
2010-10-12 ; 2010-10-12 | |
关键词 | Arylation Aryl bromide Gold(I) Pyrazine Pyridine PALLADIUM-CATALYZED ARYLATION CROSS-COUPLING REACTIONS ORGANIC-SYNTHESIS HETEROAROMATIC-COMPOUNDS ORGANOBORON DERIVATIVES GOLD EFFICIENT PHENOLS BONDS FUNCTIONALIZATION Chemistry, Organic |
中文摘要 | An efficient procedure for the direct C-H arylation of electron-poor aromatics such as pyrazine and pyridine with aryl bomides is described. In the presence of catalytic amount of Cy3PAuCl and with the use of t-BuOK as base. pyrazine undergoes the direct C-H arylation with aryl bromides at 100 degrees C, and the yields of the arylated products depend on the nature of aryl bromides. in the cases of electron-rich aryl bromides used, the arylated pyrazines can be obtained in good to high yields. For electron-poor aryl bromides, the addition of AgBF4 is the crucial point to accelerate the coupling reaction to give the arylated products in moderate yields. Pyridine also reacts with electron-rich aryl bromides catalyzed by Cy3PAuCl to give a mixture of arylated regioisomers; in moderate yield. However, in order to realize the direct C-H arylation of pyridine with electron-poor aryl bromides, the addition of silver salt as additive and a milder reaction temperature (60 degrees C) are required. (C) 2009 Elsevier Ltd. All rights reserved. |
语种 | 英语 ; 英语 |
出版者 | PERGAMON-ELSEVIER SCIENCE LTD ; OXFORD ; THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND |
内容类型 | 期刊论文 |
源URL | [http://hdl.handle.net/123456789/80823] ![]() |
专题 | 清华大学 |
推荐引用方式 GB/T 7714 | Li, Ming,Hua, Ruimao. Gold(I)-catalyzed direct C-H arylation of pyrazine and pyridine with aryl bromides[J],2010, 2010. |
APA | Li, Ming,&Hua, Ruimao.(2010).Gold(I)-catalyzed direct C-H arylation of pyrazine and pyridine with aryl bromides.. |
MLA | Li, Ming,et al."Gold(I)-catalyzed direct C-H arylation of pyrazine and pyridine with aryl bromides".(2010). |
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