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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Modular Room Temperature Synthesis of Sulfoximidoyl Amidines Enabled by Pd-Catalyzed Cascade Aza-Claisen
Zhigang Huang1, Zhengyu Xu1, Tianming Huang2
1Key Laboratory of Novel Targets and Drug Study for Neural Repair of Zhejiang Province, School of Medicine, Hangzhou City University, Hangzhou, Zhejiang 310015, China.
Abstract:
Reported herein is a concise synthesis of sulfoximidoyl amidines enabled by a Pd-catalyzed cascade aza-Claisen rearrangement and nucleophilic reaction at room temperature. Free NH-sulfoximines and N-allylynamides were employed as the modular building blocks to produce the expected sulfoximine amidine derivatives in highly chemoselective models and in 100% atom efficiency. A broad range of functional groups were well tolerated under these gentle reaction conditions to give the desired products in generally good to excellent yields.
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