Preparation method of benzoazepine compounds

A technology for benzazepine compounds, which is applied in the field of preparation of benzazepine compounds, can solve problems such as complex starting materials, and achieves the effects of economical greenness, mild reaction conditions and convenient synthesis

Active Publication Date: 2020-04-17
NANCHANG HANGKONG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Despite the great potential of these transition metal-catalyzed cycloaddition methods, they require noble metal (e.g., Pd, Au, Ag, Rh) catalysis and / or complex starting materials

Method used

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  • Preparation method of benzoazepine compounds
  • Preparation method of benzoazepine compounds
  • Preparation method of benzoazepine compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-15

[0033] Example 1-15 Reaction condition optimization typical test

[0034]Using N-methyl-N-phenylmethacrylamide II-1 and 2,2-dimethylpent-4-enoic acid III-1 as templates, the effect of different preparation conditions on the yield of target product I-1 was discussed Influence, selected representative embodiment 1-15 wherein, the result is shown in table 1.

[0035]

[0036] Wherein the typical test operation of embodiment 1 is as follows:

[0037] In the Schlenk lock reactor, add N-methyl-N-phenylmethacrylamide II-1 (0.2mmol), 2,2-dimethylpent-4-enoic acid III-1 (2equiv) in sequence , (NH 4 ) 2 S 2 o 8 (2 equiv), and DMSO (2.0 mL). Then the reaction mixture was placed in a 50°C oil bath under an argon atmosphere and stirred for 12 hours. After the reaction was monitored by TLC and / or GC-MS analysis, the reaction solution was extracted with ethyl acetate, and the organic phase was washed with table salt. After washing with water, the organic phases were combined and dr...

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Abstract

The invention discloses a preparation method of benzoazepine compounds. The method comprises the following steps: reacting under a metal-free catalytic reaction condition, a N-aryl acrylamide compoundand a 4-alkenyl alkyl carboxylic acid compound are subjected to oxidation decarboxylation / cyclization to prepare a series of benzoazepine compounds. The method has advantages of mild reaction condition, simple operation, economy, green property, low cost and the like, and a convenient and effective approach is provided for the synthesis of benzoazepine compounds.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and specifically relates to a benzazepine Method for the preparation of compounds. Background technique [0002] In modern organic synthesis, cycloaddition reactions are the efficient and most direct atom-economical methods for constructing carbon- and / or heterocyclic skeletons. However, most cycloaddition reactions focus on well-developed five-membered or six-membered ring systems, and the development of seven-membered rings, especially seven-membered nitrogen-containing heterocycles such as aza Compound-like compounds remain a major challenge in the field of organic synthesis. Aza Compound-like compounds have attracted the attention of chemists in the past few years, and this is because their core structures widely exist in natural products, drugs, and functional intermediates with important biological activities (see DE19910403A1; CN109071450A), so , organic synthetic chemists...

Claims

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Application Information

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IPC IPC(8): C07D223/32C07D223/20C07D491/107
CPCC07D223/32C07D223/20C07D491/107
Inventor 李杨潘高昂李金恒
Owner NANCHANG HANGKONG UNIVERSITY
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