Methods for preparing 1,4-dithiene and thiophene compounds from elemental sulfur and active internal alkyne through temperature regulation and control, and conversion reaction of 1,4-dithiene compounds into thiophene compounds

Abstract

The invention discloses methods for preparing preparing 1,4-dithiene and thiophene compounds from elemental sulfur and active internal alkyne through temperature regulation and control, and a conversion reaction of 1,4-dithiene compounds into thiophene compounds. The invention discloses the thiophene compounds synthesized through temperature regulation and a synthesis method thereof, and disclosesa process for converting the 1,4-dithiene compounds into the thiophene compounds under a high-temperature condition. Benzoyl is broken by benzoyl-substituted thiophene under high-temperature and alkaline conditions, so a green, economical, high-selectivity and high-efficiency carbon-carbon bond breaking mode is realized. According to the invention, the conversion of elemental sulfur and acetylenic ketone into the 1,4-dithiene compounds can be realized through alkali induction without metal catalysis, and the synthesis of thiophene compounds from elemental sulfur and acetylenic ketone is realized through temperature regulation and control. The synthesis method is free of metal catalysis, mild in reaction conditions, safe and simple to operate, green, economical and good in selectivity, andthe sulfur-containing compounds have good biological activity and good application prospects in the aspects of natural products and drug synthesis.

Description

technical field

[0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for preparing 1,4-dithienes and thiophenes by temperature-controlling elemental sulfur and active internal alkynes and a conversion reaction thereof. Background technique

[0002] Sulfur-containing heterocyclic compounds are widely used in many natural products, bioactive molecules, drug molecules, pesticides, etc. 1,4-Dithiene is an important class of sulfur-containing six-membered heterocyclic compounds. Its molecule contains 2 carbon-carbon double bonds, 4 carbon-sulfur single bonds, and 8 π electrons. The six-membered heterocyclic ring in the molecule has a "boat-like" structure, which is non-aromatic and non-planar. Under certain conditions, it can be isomerized and transformed into other compounds. 1,4-Dithiene contains two sulfur atoms and is easily oxidized. Depending on the oxidation conditions and degree of oxidation, the boat-shaped stru...

Images