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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones
Rapolu Venkateshwarlu1,2, V Narayana Murthy1, Krishnaji Tadiparthi3
1Technology Development Centre, Custom Pharmaceutical Services, Dr. Reddy's Laboratories Ltd. Hyderabad 500049 India.
Abstract:
A novel approach for the spiro-isoindolinone dihydroquinazolinones has been demonstrated from 2-aminobenzamide and 2-cyanomethyl benzoate in the presence of KHMDS as a base to get moderate yields. The reaction has been screened in various bases followed by solvents and a gram scale reaction has also been executed under the given conditions. Based on the controlled experiments a plausible reaction mechanism has been proposed. Further the substrate scope of this reaction has also been studied.
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