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Dual-Pathway Skeletal Editing of Isoquinolines
Yixin Chen1, Huazheng Wang1, Jiaxi Xu1
1Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, People's Republic of China.
Abstract:
A dual-pathway skeletal editing of isoquinolines was described. A common Tf2O-activated intermediate reacts with secondary amines and can be selectively directed under orthogonal conditions. Blue-light irradiation enables N-to-C transmutation to form naphthalenes, whereas microwave heating promotes cascade skeletal editing/annulation to yield benzo[f]quinazolines. Acetonitrile acts as a bifunctional C1 synthon, enabling stepwise N-to-C and C-to-C transformations, providing a rare route to benzo[f]quinazolines.
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