Regioselective synthesis of indazolo[2,3-a]quinazolines enabled by I2/S-facilitated annulation relay dehydrogenative aromatization of cyclohexanones

Literature Information

Publication Date 2023-10-26
DOI 10.1039/D3CC04698B
Impact Factor 6.222
Authors

Qinghe Gao, Yimei Guo, Penghui Cao, Guangping Fan, Yongtao Xu


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Abstract

A method for concise and efficient synthesis of indazolo[2,3-a]quinazolines has been developed via a sequential annulation of 3-aminoindazoles and dehydrogenative aromatization of cyclohexanones. This high regioselectivity is attributed to the fact that the Mannich reaction is superior to the aldol reaction in this system. It is worth mentioning that this convenient process is successfully extended to 3-aminopyrazoles for assembling another class of medicinally prevalent pyrazolo[1,5-a]quinazolines.

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DOI: 10.1039/C1CP90012A

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