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Gopalaiah K, Saini A, Devi A. Iron-catalyzed cascade reaction of 2-aminobenzyl alcohols with benzylamines: synthesis of quinazolines by trapping of ammonia. Org Biomol Chem. 2017;15(27):5781-5789doi: 10.1039/c7ob01159h.
Gopalaiah, K., Saini, A., & Devi, A. (2017). Iron-catalyzed cascade reaction of 2-aminobenzyl alcohols with benzylamines: synthesis of quinazolines by trapping of ammonia. Organic & biomolecular chemistry, 15(27), 5781-5789. https://doi.org/10.1039/c7ob01159h
Gopalaiah, Kovuru, et al. "Iron-catalyzed cascade reaction of 2-aminobenzyl alcohols with benzylamines: synthesis of quinazolines by trapping of ammonia." Organic & biomolecular chemistry vol. 15,27 (2017): 5781-5789. doi: https://doi.org/10.1039/c7ob01159h
Gopalaiah K, Saini A, Devi A. Iron-catalyzed cascade reaction of 2-aminobenzyl alcohols with benzylamines: synthesis of quinazolines by trapping of ammonia. Org Biomol Chem. 2017 Jul 21;15(27):5781-5789. doi: 10.1039/c7ob01159h. Epub 2017 Jun 29. PMID: 28660261.
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Org Biomol Chem. 2017 Jul 21;15(27):5781-5789. doi: 10.1039/c7ob01159h. Epub 2017 Jun 29.

Iron-catalyzed cascade reaction of 2-aminobenzyl alcohols with benzylamines: synthesis of quinazolines by trapping of ammonia.

Organic & biomolecular chemistry

Kovuru Gopalaiah, Anupama Saini, Alka Devi

Affiliations

  1. Organic Synthesis and Catalysis Laboratory, Department of Chemistry, University of Delhi, Delhi 110007, India. [email protected].

PMID: 28660261 DOI: 10.1039/c7ob01159h

Abstract

A novel approach to construct 2-aryl/heteroaryl quinazolines was developed through an iron-catalyzed cascade reaction of 2-aminobenzyl alcohols with benzylamines under aerobic oxidative conditions. The reaction proceeds via the formation of N-benzylidenebenzylamines followed by oxidative trapping of ammonia/intramolecular cyclization in a one-pot manner. This method exhibits a broad substrate scope and a high tolerance level for sensitive functional groups, and is amenable to gram scale synthesis.

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