Iodine Catalyzed Oxidative Synthesis of Quinazolin-4(3H)‑ones and Pyrazolo[4,3‑d]pyrimidin-7(6H)‑ones via Amination of sp3 C–H Bond

Molecular iodine catalyzed oxidative coupling of 2-aminobenzamides with aryl methyl ketones produced 2-aryl quinazolin-4­(3H)-ones. The reaction performed well in the absence of any metal or ligand. The quantity of iodine played a very crucial role in this transformation in order to selectively get...

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Bibliographic Details
Published inJournal of organic chemistry
Main Authors Mohammed, Shabber, Vishwakarma, Ram A, Bharate, Sandip B
Format Journal Article
LanguageEnglish
Published American Chemical Society 23.06.2015
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Summary:Molecular iodine catalyzed oxidative coupling of 2-aminobenzamides with aryl methyl ketones produced 2-aryl quinazolin-4­(3H)-ones. The reaction performed well in the absence of any metal or ligand. The quantity of iodine played a very crucial role in this transformation in order to selectively get 2-aryl quinazolin-4­(3H)-ones. The utility of this protocol for synthesis of pyrazolo­[4,3-d]­pyrimidin-7­(6H)-ones including a key intermediate involved in sildenafil synthesis has also been demonstrated.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b00989