32384-10-4

Upstream product

• 3419-74-7 4-tert-Butyl-1-methylcyclohex-1-en 
• 77287-34-4 formamide 
• 13294-73-0 1-tert-butyl-4-methylenecyclohexane 
• 16980-60-2 1,4-Dimethyl-cyclohexanol 
• 16980-55-5 trans-4-tert-butyl-1-methylcyclohexanol 
• 6353-54-4 4-tert-butyl-1-methylcyclohexanol 
• 143-33-9 sodium cyanide 

Relevant academic research and scientific papers

Facile synthesis of N-substituted amides from alkenes and amides by a Bronsted acid mediated electrophilic addition reaction

A facile and widely applicable method for the synthesis of N-substituted amides from alkenes and amides using Bronsted acids was developed. Treatment of various alkenes with amides and an alkali metal halide or methanesulfonic acid in trifluoroacetic acid afforded the corresponding N-substituted amides in good to high yield. The reaction proceeds via the direct electrophilic addition of the amides to the alkenes. Various functional groups such as ester, ether, imide, amide, and halogen were tolerated under the reaction conditions. High substrate-dependent cis stereoselectivity in the synthesis was also observed for methylenecyclohexane and methylcyclohexene derivatives possessing a substituent at the 4-position. Furthermore, a practical application of this reaction has been demonstrated by the synthesis of an intermediate of a bioactive compound on a large scale. Georg Thieme Verlag Stuttgart New York.

Facile synthesis of N-substituted amides from alcohols and amides

A facile and versatile method for preparing N-substituted amides from alcohols and amides using a Bronsted acid and an alkali metal halide has been developed. Treatment of tertiary alcohols and amides in the presence of an alkali metal halide or methanesulfonic acid in trifluoroacetic acid at elevated temperature afforded the corresponding N-substituted amides in moderate to high yields. Tertiary alcohols with various functional groups such as ether, ester, imide, carbamate, and halogen groups were tolerated under these conditions. This method can be used for the efficient and practical synthesis of various N-substituted formamides without the use of unmanageable cyano compounds. Georg Thieme Verlag Stuttgart New York.