A kind of synthetic method of many substituted 1-naphthols and derivatives thereof

Abstract

The invention provides a synthesis method of polysubstituted 1-naphthol and derivatives thereof. The synthesis method is characterized in that alkyne and 1,3-dicarbonyl compound are used as raw materials, and polysubstituted 1-naphthol and derivatives thereof are obtained under the effects of a bromine-containing catalyst and a peroxide. The synthesis method provided by the invention has the advantages of short synthesis path, simple start raw materials, mild reaction conditions, cheap and pollution-free catalyst, wide substrate range and easiness in product separation.

Description

technical field [0001] The invention belongs to the field of pharmaceutical and chemical intermediates and related chemical technologies, and specifically relates to a green synthesis method of multi-substituted 1-naphthol and derivatives thereof. Background technique [0002] 1-naphthol and its derivatives are widely used in the field of chemistry. The skeleton structure of 1-naphthol is often found in the molecular structures of drugs, natural active products, agricultural chemicals, pigments and optical materials. The skeleton of 1-naphthol can be seen It has broad scientific research value and market prospect. [0003] There are multiple production methods of 1-naphthol, which can be divided into: α-naphthalenesulfonic acid alkali fusion method, α-naphthylamine hydrolysis method, tetrahydronaphthalene method, but the above existing methods have many reaction steps and require high temperature and high pressure conditions, and Deficiencies in substrate range and selectiv...

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Problems solved by technology

[0003] There are multiple production methods of 1-naphthol, which can be divided into: α-naphthalenesulfonic acid alkali fusion method, α-naphthylamine hydrolysis method, tetrahydronaphthalene method, but the above existing methods have many reaction steps and require high temperature and high pressure conditions, and Defects such as substrate range and selectivity

[0004] At present, under the effect of transition metal catalyst, utilize simple raw material one-pot synthetic synthesis 1-naphthol compound to have bigger development, the transition metal catalyst that uses comprises: rhodium catalyst (Journal of the American Chemical Society 2012,134,16163- 16166), iridium catalysts (Organic Letters 2013, 15, 4884-4887), palladium catalysts (Chemistry–A European Journal 2013, 19, 13322-13327) and silver catalysts (Organic Letters 2015, 17, 3446-3449), but above transition Metal catalysts are expensive, have a limited range of substrates, and have many defects such as environmental pollution, and in the last few steps of drug synthesis, transition metals are often avoided to prevent the impact on product activity tests, so their applications are limited.

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