Issue 22, 2024

Cooperation between the Cu+ and Cu2+ species in CuCoAl layered double hydroxide and the substrate promoting effect afford a really simple protocol for the efficient synthesis of quinazolines

Abstract

In this study, a really simple and efficient catalytic protocol for the construction of quinazolines from alcohol and diamine has been developed based on CuCoAl layered double hydroxide (CuCoAl-LDH). The developed CuCoAl-LDH catalyst could accelerate the cascade reactions without any additives and tolerate various alcohols with satisfactory yields. Cooperation between the Cu+ and Cu2+ species in CuCoAl-LDH was observed in the cascade reaction, and they are believed to be responsible for the oxidation of alcohol and dehydrogenation of the intermediate, respectively. The promoting effect of the substrate diamine was observed in the oxidation of alcohol, which simplifies the reaction system by eliminating the requirement for a base additive. The catalytic system exhibited highly practical potential for the synthesis of quinazolines, as demonstrated through recyclability investigations and scale-up experiments. A possible catalytic mechanism has been proposed based on a series of control experiments and EPR analysis.

Graphical abstract: Cooperation between the Cu+ and Cu2+ species in CuCoAl layered double hydroxide and the substrate promoting effect afford a really simple protocol for the efficient synthesis of quinazolines

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Article information

Article type
Paper
Submitted
25 Mar 2024
Accepted
20 Apr 2024
First published
07 May 2024

Org. Biomol. Chem., 2024,22, 4494-4501

Cooperation between the Cu+ and Cu2+ species in CuCoAl layered double hydroxide and the substrate promoting effect afford a really simple protocol for the efficient synthesis of quinazolines

X. Zhou, F. Qian, W. Zhou, A. Wang, T. Hou, X. Tian, S. Ji, M. He and J. Qian, Org. Biomol. Chem., 2024, 22, 4494 DOI: 10.1039/D4OB00481G

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