Issue 10, 2018

Iodine promoted dual oxidative C(sp3)–H amination of 2-methyl-3-arylquinazolin-4(3H)-ones: a facile route to 1,4-diarylimidazo[1,5-a]quinazolin-5(4H)-ones

Abstract

An iodine promoted tandem oxidative condensation of benzylamines and 2-methylquinazolin-4-(3H)-ones was developed to yield imidazo[1,5-a]quinazolin-5(4H)-ones via dual C(sp3)–H amination under metal free conditions in a greener way using molecular oxygen as a terminal oxidant. This tandem transformation provides an efficient approach to construct various functionalized imidazo[1,5-a]quinazolin-5(4H)-ones in a straightforward manner via a sequential amination–oxidation–annulation–aromatisation.

Graphical abstract: Iodine promoted dual oxidative C(sp3)–H amination of 2-methyl-3-arylquinazolin-4(3H)-ones: a facile route to 1,4-diarylimidazo[1,5-a]quinazolin-5(4H)-ones

Supplementary files

Article information

Article type
Paper
Submitted
31 Oct 2017
Accepted
07 Feb 2018
First published
07 Feb 2018

Org. Biomol. Chem., 2018,16, 1720-1727

Iodine promoted dual oxidative C(sp3)–H amination of 2-methyl-3-arylquinazolin-4(3H)-ones: a facile route to 1,4-diarylimidazo[1,5-a]quinazolin-5(4H)-ones

K. Donthiboina, H. K. Namballa, S. P. Shaik, J. B. Nanubolu, N. Shankaraiah and A. Kamal, Org. Biomol. Chem., 2018, 16, 1720 DOI: 10.1039/C7OB02677C

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