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J Org Chem ; 78(20): 10240-50, 2013 Oct 18.
Article in English | MEDLINE | ID: mdl-24060201

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.


Subject(s)
Alkynes/chemistry , Copper/chemistry , Cross-Linking Reagents/chemistry , Imines/chemistry , Ions/chemistry , Peroxides/chemistry , Quinazolines/chemistry , Quinazolines/chemical synthesis , Catalysis , Molecular Structure , Oxidation-Reduction
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