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Updated: Jun 26, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Rapid and Atom-Economical De Novo Access to Polysubstituted Quinolines via Sequential C-C Bond Cleavage and
Yahui Zhang1, Chao Pi1, Yangjie Wu1
1Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, State Key Laboratory of Coking Coal Resources Green Exploitation, Pingyuan Laboratory and College of Chemistry, Zhengzhou University, Zhengzhou 450052, P. R. China.
Abstract:
Herein, we report a Cu(II), Rh(III) relay-catalyzed multicomponent reaction of easily available arylformylacetonitriles and alkynes, enabling the efficient de novo synthesis of polysubstituted quinolines via two steps in a "one-pot" manner. Various polysubstituted quinolines could be provided in up to 88% yields for 23 examples. The title products exhibit favorable fluorescence emission. Mechanistic studies suggest that unique domino two-C-C bond cleavage and the formation of multiple new bonds (five C-C bonds and one C-N bond) are involved in this process. This protocol features mild reaction conditions and is extremely simple and scalable. The luminescence of the products enhances their promising applications in functional materials.
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