Rapid Synthesis of Zero Waste Chiral Oxindoles Successfully Achieved

Research Press Release | March 18, 2014

Asymmetric intramolecular direct hydroarylation of α-ketoamides
Asymmetric intramolecular direct hydroarylation of α-ketoamides

Press Release
Key Points

・A method to synthesize chiral oxindoles by rearrangement without emitting waste was developed.

・Using an original catalyst, selective fragmentation of carbon-hydrogen bond and asymmetric carbon-carbon bond formation were successfully performed.

・The economic and rapid synthesis of chiral compounds, which are the raw material for medicine, is expected.

Overview  A method of synthesizing chiral oxindoles without emitting waste has been successfully developed. An original catalyst was used to carry out selective fragmentation of specific carbon-hydrogen bond of α-keto amide molecule and formation of new carbon-carbon bond, resulting in the successful synthesis of almost pure chiral oxindoles. Chiral oxindoles are used as raw material for medicine and drugs, and in the future, rapid synthesis of candidate medicine is anticipated.

Yasunori Yamamoto, Specially Appointed Associate Professor, Frontier Chemistry Center (Jpn), Faculty of Engineering

TEL & FAX:+81-11-706-6560

E-mail: yasuyama@eng.hokudai.ac.jp




 Angewandte Chemie International Edition (2014.2.20)