Preparation method of 3,4-cyclopentyl-1-tetralone

A technology of tetralinone and cyclopentyl, which is applied in the field of preparation of 3,4-cyclopentyl-1-tetralinone, can solve rare problems and the like, achieves simple operation, excellent yield and good product selectivity Effect
CN105936623AActive Publication Date: 2016-09-14ZHEJIANG NORMAL UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
ZHEJIANG NORMAL UNIVERSITY
Publication Date
2016-09-14

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Abstract

The invention discloses a preparation method of 3,4-cyclopentyl-1-tetralone; under a condition of the presence of a copper catalyst, a nitrogen ligand, a reducing agent and an alkali, alkenyl benzaldehyde and an alpha-brominated unsaturated carbonyl compound are stirred in a solvent and subjected to a reaction for 12 hours at room temperature, and the 3,4-cyclopentyl-1-tetralone is obtained after postprocessing. The method is simple to operate, mild in condition, good in functional group compatibility, wide in substrate applicability, high in yield and good in selectivity, and only needs one-step operation.
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Description

technical field

[0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of 3,4-cyclopentyl-1-tetralone. Background technique

[0002] Tetralones are very important pharmaceutical intermediates. 3,4-Cyclopentyl-1-tetralone, as a common class of tetralinone compounds, widely exists in nature, and many natural and non-natural molecules with physiological or pharmacological activities contain this fragment. Hamigeran natural products with various biological activities isolated from the secondary metabolites of marine sponges, such as hamigeran A, debromohamigeran A and hamigeran B, are all 3,4-cyclopentyl-1-tetralone compounds.

[0003]

[0004] Usually, the construction of the tricyclic compound structure in 3,4-cyclopentyl-1-tetralone requires multi-step synthesis, and the efficiency is not high. Building this structure through a single reaction can greatly reduce reaction steps, improve atom economy, and reduce en...

Claims

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