Aromatic heterocyclic alcohol ring palladium metal catalyst and its application

A metal catalyst and an aromatic heterocycle technology are applied in the synthesis and application of cyclic palladium metal catalysts, and in the field of aromatic heterocyclic alcohol ring palladium metal catalysts, which can solve the problems of poor universality and complex synthesis routes, and achieve low dosage and good application. Foreground effect

Active Publication Date: 2020-02-14
ZHENGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0022] An object of the present invention is to overcome the defects of complex synthetic routes and poor universality in the synthesis of some compounds in the prior art, further expand and enrich the types of palladium catalysts, and provide a new palladium metal catalyst for aromatic heterocyclic alcohols. Aromatic heterocyclic alcohol ring palladium metal catalysts can be used for Suzuki coupling reaction, oxidative dehydrogenation Heck reaction of aromatic heterocyclic rings, cyanation reaction of halogenated (hetero) aromatic hydrocarbons and C-H activated arylation reactions of various aromatic heterocyclic rings catalytic

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  • Aromatic heterocyclic alcohol ring palladium metal catalyst and its application
  • Aromatic heterocyclic alcohol ring palladium metal catalyst and its application
  • Aromatic heterocyclic alcohol ring palladium metal catalyst and its application

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Embodiment Construction

[0046] The following are specific examples of the present invention, which are only used to explain the present invention and not to limit.

[0047] Be as follows the synthetic method of aromatic heterocyclic alcohol ring palladium metal catalyst of the present invention:

[0048]

[0049] Specifically, the synthetic method of pyridine or quinoline heterocyclic alcohol compound typically includes:

[0050] Using 2,6-lutidine or 2-methylquinoline as raw material, anhydrous tetrahydrofuran (re-distilled with sodium) as solvent, in an anaerobic and anhydrous ultra-low temperature environment (-78°C), by controlling n-butyl The amount of base lithium is taken away from a proton on a methyl group, and then through nucleophilic addition to selected ketones or aldehydes or cyclic ether compounds, the corresponding heterocyclic alcohol compounds can be obtained in high yield.

[0051] The typical synthetic method of pyridine or quinoline heterocyclic alcohol cyclopalladium complex...

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Abstract

The invention provides an aromatic heterocycte cyclitol palladium metal catalyst. The catalyst is a compound or a corresponding compound salt of a structure shown by a formula (1) or a formula (2). In the formula, n is 1 or 2, R1, R2 and R3 are independent hydrogen (H), methyl (CH3), propyl (C3H7), n-butyl (n-C4H9), n-hexyl (n-C6H13), cyclohexyl, adamantyl, camphoryl, Ph, p-OCH3-Ph, p-F-Ph or fluorenyl. The invention further provides application of the aromatic heterocycte cyclitol palladium metal catalyst in aromatic ring cyanation reaction, aromatic heterocycte C-H activation and arylation reaction, aromatic heterocycte oxidization and dehydrogenation Heck reaction and Suzuki coupling reaction. The formulas are shown in the specification.

Description

technical field [0001] The invention belongs to the field of organometallic chemistry, and specifically relates to an aromatic heterocyclic alcohol ring palladium metal catalyst and its application, more specifically to the synthesis and application of a ring palladium metal catalyst with pyridine or quinoline heterocyclic alcohol as a ligand. Background technique [0002] As we all know, ordinary metal palladium salt catalysts are widely used not only in organic synthesis but also in industry because of their low cost and high efficiency. However, this type of catalyst usually has problems such as large dosage, harsh reaction conditions, and many side reactions, and most of them need to introduce expensive ligands, which not only increases the conversion cost but also causes environmental pollution. In contrast, organic cyclopalladium-based catalysts have the advantages of mild reaction conditions, high catalytic activity and selectivity, and most of them do not require ext...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C07D213/30C07D215/14C07D333/08C07C41/30C07C43/205C07C253/14C07C255/50
CPCB01J31/2217B01J2231/4227B01J2231/4261B01J2531/0238B01J2531/824C07C41/30C07C253/14C07D213/30C07D215/14C07D333/08C07C43/205C07C255/50
Inventor 黄萌萌李亚波吴养洁申振金廷根
Owner ZHENGZHOU UNIV
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