Zinc-catalyzed transamidation and esterification of

Area of Science:

• Organic Chemistry
• Catalysis
• Synthetic Methodology

Background:

• Amide and ester synthesis are fundamental transformations in organic chemistry.
• Efficient catalytic methods for C-N bond cleavage are crucial for developing new synthetic strategies.
• Existing methods often require harsh conditions or lack substrate scope.

Purpose of the Study:

• To develop a novel catalytic system for efficient transamidation and esterification.
• To utilize N-benzoyl cytosine as a key reagent for C-N bond cleavage.
• To establish a one-pot strategy for synthesizing diverse amides and esters.

Main Methods:

• Employing N-benzoyl cytosine as a substrate for catalytic C-N bond cleavage.
• Utilizing zinc triflate as a Lewis acid catalyst.
• Conducting reactions in the presence of 2,4-di-tert-butylpyridine (DTBP) as a base.
• Reacting secondary amides with various aliphatic or aromatic amines and alcohols.

Main Results:

• Achieved efficient transamidation and esterification reactions.
• Demonstrated the utility of N-benzoyl cytosine in catalytic C-N bond cleavage.
• Obtained diverse amides and esters in excellent yields.
• Established a convenient one-pot synthetic procedure.

Conclusions:

• N-benzoyl cytosine is an effective reagent for catalytic C-N bond cleavage.
• The developed one-pot strategy provides a versatile route to amides and esters.
• This methodology offers a valuable tool for organic synthesis.