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题名: Base effect and inhibition of catalytic activity in palladium-catalyzed N-heteroarylation of pyrazoles with 2,6-dibromopyridine
作者: Sun, XJ;  Yu, ZK;  Wu, SH;  Xiao, WJ
刊名: ORGANOMETALLICS
发表日期: 2005-06-06
DOI: 10.1021/om0501576
卷: 24, 期:12, 页:2959-2963
收录类别: SCI ;  IC
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Inorganic & Nuclear ;  Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Using the catalytic system Pd(OAc)(2)/PPh3, coupling of 2,6-dibromopyridine (1) and pyrazoles (2) in a molar ratio of 1:2:base = 1:2.4:2.5 afforded the monosubstituted compounds 3 as the major products when KOtBu was used as the base. Without using the catalyst or using NaOtBu as the base the disubstituted compounds 4 were formed as the major products in yields up to 93%. Reactions of 1 and 2 in a molar ratio of 1:2:base = 1:1:1 selectively produced compounds 3 in yields up to 82% when KOtBu was used as the base. The complex from the reaction of 3 and Pd(OAc)(2) did not undergo further reaction with 1 to form 4 in the presence of a base. The base effect and inhibition of catalytic activity for Pd(OAc)(2) are discussed.
关键词[WOS]: NITROGEN BOND FORMATION ;  ARYL HALIDES ;  METAL-COMPLEXES ;  C-N ;  ARYLATION ;  AMINATION ;  CHEMISTRY ;  LIGANDS ;  ARYLAMINES ;  HETEROATOM
语种: 英语
WOS记录号: WOS:000229574600017
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/139634
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide, Wuhan 430007, Peoples R China

Recommended Citation:
Sun, XJ,Yu, ZK,Wu, SH,et al. Base effect and inhibition of catalytic activity in palladium-catalyzed N-heteroarylation of pyrazoles with 2,6-dibromopyridine[J]. ORGANOMETALLICS,2005,24(12):2959-2963.
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