Journal
ORGANIC LETTERS
Volume 21, Issue 10, Pages 3706-3710Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01167
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Funding
- National Natural Science Foundation of China [21871131]
- Fundamental Research Funds for the Central Universities [020514380131]
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A practical iridium-catalyzed cascade/stepwise synthesis of dihydroquinazolinones (DHQs) and bis-DHQs fused to medium to large N-heterocyclic rings is developed. The reaction undergoes benzamide-directed intermolecular C-H amination with an aldehyde-tethered alkyl azide, and then the newly installed amino group undergoes intramolecular cyclization with a remote aldehyde group present in azide and amidyl group of benzamide either intrinsically or catalyzed by phosphoric acid, facilitating the formation of bicyclic and/or tricyclic rings in a very efficient manner.
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