Efficient, One-Pot, BF₃·OEt₂-Mediated Synthesis of Substituted N-Aryl Lactams

Devdutt Chaturvedi*, Amit K. Chaturvedi, Nisha Mishra, Virendra Mishra

*Laboratory of Medicinal Chemistry, Amity Institute of Pharmacy, Amity University Uttar Pradesh, Lucknow Campus, Lucknow 226010, U. P., India, Email: devduttchaturvedigmail.com

D. Caturvedi, A. K. Chaturvedi, N. Mishra, V. Mishra, Synlett, 2012, 23, 2627-2630.

DOI: 10.1055/s-0032-1317326

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Abstract

A quick, efficient, one-pot, BF₃·OEt₂-mediated reaction of various substituted arenes with azido alkanoic acid chlorides affords substituted N-aryl lactams in good to excellent yields at room temperature.

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proposed mechanism

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Key Words

substituted arenes, ω-azido-alkanoic acid chloride, Lewis acid, N-aryl lactams, γ-lactams, δ-lactams, ε-lactams, Friedel-Crafts acylation, Schmidt reaction

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ID: J60-Y2012-3510