Question

Mechanism of Bischler-Napieraleski synthesis in step by step synthesis.

Mechanism of Bischler-Napieraleski synthesis in step by step synthesis.

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Answer #1

The Bischler Napieralski reaction is an intramolecular electrophilic aromatic substitution reaction which allows the cyclization of β- arylethylamides. There are Two types of mechanism for the reaction. The mechanism 1 involves a dichlorophosphoryl imine ester intermediate, and mechanism 2 involves a nitrilium ion intermediate. The reaction is carried out in refluxing acidic conditions and requires a dehydrating agent. POCl3 is used for this purpose.

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