Oxidative carbon-carbon bond formation in the synthesis of bioactive spiro beta-lactams

Jixuan Liang; Jingbo Chen; Fengxiang Du; Xianghui Zeng; Liang Li; Hongbin Zhang

doi:10.1021/ol901005x

Oxidative carbon-carbon bond formation in the synthesis of bioactive spiro beta-lactams

Org Lett. 2009 Jul 2;11(13):2820-3. doi: 10.1021/ol901005x.

Authors

Jixuan Liang¹, Jingbo Chen, Fengxiang Du, Xianghui Zeng, Liang Li, Hongbin Zhang

Affiliation

¹ Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan 650091, PR China.

PMID: 19514746
DOI: 10.1021/ol901005x

Abstract

New oxidative dearomatization procedures leading to spiro beta-lactams and oxindoles were developed. By a variation of the oxidative reaction conditions, the usefulness of phenolic amides, derived from 4-aminophenol, in the synthesis of structurally different types of molecules was demonstrated.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aminophenols / chemistry*
Catalysis
Combinatorial Chemistry Techniques
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure
Oxidation-Reduction
Pyrrolidinones / chemical synthesis
Pyrrolidinones / chemistry
Spiro Compounds / chemical synthesis*
Spiro Compounds / chemistry
Stereoisomerism
Structure-Activity Relationship
beta-Lactams / chemical synthesis*
beta-Lactams / chemistry

Substances

Aminophenols
Indoles
Pyrrolidinones
Spiro Compounds
beta-Lactams
4-aminophenol