首页|Isocyanide-Based One-Pot Cascade Synthesis of 3-Acyl lsoindolinones
Isocyanide-Based One-Pot Cascade Synthesis of 3-Acyl lsoindolinones
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A series of 3-acyl-substituted isoindolinone derivatives were synthesized in a one-pot manner via the reaction of o-bromobenzalde-hydes,isocyanides,and carboxylic acids in the presence of palladium catalyst and base.The reaction employing easily available start-ing materials features simple operation and high efficiency.The mechanistic study showed that the reaction might undergo 1)Pd-catalyzed[3+2]cyclization of o-bromobenzaldehyde with isocyanide and the re-insertion of another molecule of isocyanide,2)ad-dition of carboxylic acid to in situ formed ketenimine followed by a rearrangement relay to give 3,3-diacyl-substituted isoindolinone derivative.Further transformations of the obtained products through decarbonylation could also be realized.
Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry,Chemical Engineering and Materials Science &Collaborative Innovation Center of Suzhou Nano Science and Technology,Soochow University,Suzhou,Jiangsu 215123,China
Suzhou Baolidi Functional Materials Research Institute,Suzhou,Jiangsu 215144,China
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