title: Transition-Metal-Free Synthesis of N-Hydroxy Oxindoles by an Aza-Nazarov-Type Reaction Involving Azaoxyallyl Cations.
abstract: A novel transition-metal-free method to construct N-hydroxy oxindoles by an aza-Nazarov-type reaction involving azaoxyallyl cation intermediates is described. A variety of functional groups were tolerated under the weak basic reaction conditions and at room temperature. A one-pot process was also developed to make the reaction even more practical. This method provides alternative access to oxindoles and their biologically active derivatives.
authors.affiliation: School of Pharmaceutical Sciences, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Tsinghua University, China.
authors.forename: Wenzhi
authors.initials: W
authors.lastname: Ji
authors.affiliation: Medicinal Chemistry, Genomics Institute of the Novartis Research Foundation, San Diego, CA, 92121, USA.
authors.forename: Yahu A
authors.initials: YA
authors.lastname: Liu
authors.affiliation: School of Pharmaceutical Sciences, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Tsinghua University, China. liaoxuebin@mail.tsinghua.edu.cn.
authors.forename: Xuebin
authors.identifier: 0000-0002-0290-894X
authors.initials: X
authors.lastname: Liao
keywords: azaoxyallylic cations; cyclizations; heterocycles; oxindoles; synthetic methods