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Transition-Metal-Free One-Pot Tandem Synthesis of 3‑Ketoisoquinolines from Aldehydes and Phenacyl Azides

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journal contribution
posted on 23.09.2019, 16:33 by Budaganaboyina Prasad, Mandalaparthi Phanindrudu, Dharmendra Kumar Tiwari, Ahmed Kamal
An efficient and transition-metal-free strategy for the synthesis of 3-keto-isoquinolines in one pot has been developed from the easily accessible 2-(formylphenyl)­acrylates and phenacyl azides. Various substituted aldehydes and phenacyl azides were successfully employed in this transformation to furnish a variety 3-keto-isoquinolines in very good yields. A number of controlled experiments were conducted to postulate the reaction mechanism. Secondary functionalizations of 2-keto-isoquinolins were also performed to showcase the synthetic utility.