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J Org Chem. 2013 Oct 18;78(20):10240-50. doi: 10.1021/jo401622r. Epub 2013 Oct 8.

Copper-catalyzed activation of α-amino peroxy and hydroxy intermediates to iminium ion precursor: an access to C4-substituted 3,4-dihydroquinazolines via oxidative cross coupling strategy.

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1
Inorganic and Physical Chemistry Division, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad 500 607, India.

Abstract

A simple and straightforward approach to access C4-substituted-3,4-dihydroquinazolines has been achieved, where copper-catalyzed activation of α-amino peroxide and hydroxide intermediates to iminium ion precursors has been realized as an important step. Reactions of these intermediates with alkynes, indoles, pyrrole, and silylenol ether afforded the structurally diverse C4-substituted-3,4-dihydroquinazoline derivatives in good yields.

PMID:
24060201
DOI:
10.1021/jo401622r
[Indexed for MEDLINE]
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