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Molecular Iodine Catalysed Benzylic sp3 C-H Bond Amination for the Synthesis of 2-Arylquinazolines from 2-Aminobenzaldehydes, 2-Aminobenzophenones and 2-Aminobenzyl Alcohols

Dewal S. Deshmukh, Bhalchandra M. Bhanage*

*Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai-400019, India, Email: bm.bhanageictmumbai.edu.in

D. S. Deshmukh, B. M. Bhanage, Synlett, 2018, 29, 979-985.

DOI: 10.1055/s-0037-1609200 (free Supporting Information)


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Abstract

Molecular iodine catalyses a benzylic sp3 C-H bond amination of 2-aminobenzaldehydes and 2-aminobenzophenones with benzylamines to provide quinazolines in very good yields. The use of oxygen as an oxidant combined with the transition-metal-, additive- and solvent-free conditions makes the methodology green and economical. 2-Amino­benzyl alcohols could also used as starting materials.

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Key Words

green chemistry, transition-metal free, benzylic sp3 amination, 2-aryl­quinazolines, quinazolines, molecular iodine, oxygen


ID: J60-Y2018