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4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran is a synthetic chemical compound that has gained significant attention in the chemical industry due to its unique properties and potential applications.
This compound is typically synthesized through several stages, involving various chemical reactions and processes.
In this article, we will discuss the synthetic routes of 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran, which are widely used in the chemical industry.
- The Stille Reaction
The Stille reaction is a widely used synthetic route for the synthesis of 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran.
In this reaction, a Grignard reagent is formed by the reaction of magnesium metal with a halogenated alkane, such as iodomethane.
The Grignard reagent is then treated with a carbonate or a hydrogen carbonate salt, and the resulting intermediate is subjected to a modified Stille reaction using 4-dicyanomethylene-2-tert-butyl-6-bromopyran as the coupling agent.
The reaction produces the desired product, which can be isolated and purified using standard chromatography techniques. - The Sonogashira Reaction
The Sonogashira reaction is another widely used synthetic route for the synthesis of 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran.
In this reaction, a halogenated alkene is treated with a dicyanovinylborane complex in the presence of a base, such as triethylamine.
The resulting product is then treated with a Grignard reagent and a carbonate or hydrogen carbonate salt, and the reaction is completed using a modified Stille reaction protocol.
The product can be isolated and purified using standard chromatography techniques. - The Kobayashi-Ito Reaction
The Kobayashi-Ito reaction is a widely used synthetic route for the synthesis of 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran.
In this reaction, a diazo compound is treated with a Grignard reagent in the presence of a base, such as sodium hydroxide.
The resulting product is then treated with a carbonate or hydrogen carbonate salt, and the reaction is completed using a modified Stille reaction protocol.
The product can be isolated and purified using standard chromatography techniques. - The Czj-Drewno Reaction
The Czj-Drewno reaction is another synthetic route for the synthesis of 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran.
In this reaction, a nitrile is treated with a Grignard reagent in the presence of a base, such as sodium hydroxide.
The resulting product is then treated with a carbonate or hydrogen carbonate salt, and the reaction is completed using a modified Stille reaction protocol.
The product can be isolated and purified using standard chromatography techniques.
In conclusion, the synthetic routes of 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1