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Issue 10, 2018
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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

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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

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Publication details

The article was received on 31 Oct 2017, accepted on 07 Feb 2018 and first published on 07 Feb 2018


Article type: Paper
DOI: 10.1039/C7OB02677C
Citation: Org. Biomol. Chem., 2018,16, 1720-1727
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    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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