Double C-H Functionalization to Construct Polycyclic Heteroarenes Catalyzed by an Ionic Salt of a Pd Complex with an N-Heterocyclic Carbene Ligand

被引：27

作者：

Ghosh, Sanjay Kumar ^{[1
]}

Kuo, Bing-Chiuan ^{[1
]}

Chen, Hsiang-Yu ^{[1
]}

Li, Jia-Ying ^{[1
]}

Liu, Shuang-De ^{[1
]}

Lee, Hon Man ^{[1
]}

机构：

[1] Natl Changhua Univ Educ, Dept Chem, Changhua 50058, Taiwan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 19期

关键词：

Homogeneous catalysis; C-H activation; Palladium; Carbene ligands; Nitrogen heterocycles; FIELD-EFFECT TRANSISTORS; BOND FORMATION; OXIDATIVE ANNULATION; ALKYNES; ACTIVATION; DERIVATIVES; IMIDAZOLES; PHOSPHINE; ARYLATION; ANALOGS;

D O I：

10.1002/ejoc.201500417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new ionic salt, cis-[Pd(L)(PPh3)(H2O)(2)](SO3CF3)(2) (A), in which L is an amido-functionalized N-heterocyclic carbene (NHC) ligand, has been prepared by the salt metathesis reaction between [Pd(L)(PPh3)Cl-2] and AgOTf in wet acetonitrile. It was successfully characterized by NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. Complex A was found to be effective in catalyzing the double C-H functionalization of various nitrogen- and sulfur-containing heteroarenes to form fused polycyclic heteroaromatic compounds with alkynes in the presence of Cu(OAc)(2) and tetra-n-butylammonium bromide. Indoles, thiophenes, imidazo[1,2-a]pyridine, and imidazoles were used as substrates. In particular, intriguing imidazo[5,1,2-cd]indolizine compounds could be obtained under the conditions employed.

引用

页码：4131 / 4142

页数：12

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