Construction of Pyridine-Fused Azacorroles through Multicomponent-Coupling Strategy
Sha Li1,2, Guoru Chen1, Guangyuan Luo1
1Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan 411201, China.
None:
A facile and efficient protocol for the synthesis of π-extended azacorroles with a variety of fused-pyridine rings is described. A three-component one-pot reaction of 3-amino-5,15-dimesityl-10-azacorrolatonickel(II), 4-chlorobenzaldehyde, and 1,3-diketones in the presence of acetic acid at 110 °C and the subsequent p-chloranil oxidation furnished pyridine-fused azacorrole derivatives in moderate yields. This simple method provides an efficient approach for π-extension of azacorroles for fine-tuning of their electronic and photophysical properties. Employment of 3,17-diaminoazacorroles furnished the corresponding bisfused products.
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