Direct access to tetrahydro[1,2]diazepinones from α,β-epoxy-N-aziridinylimines via anionic rearrangement

Fufang Wu; Min Dong; Fang Fang; Yingxia Sang; Yun Li; Bin Cheng; Lihe Zhang; Hongbin Zhai

doi:10.1021/ol400070j

Direct access to tetrahydro[1,2]diazepinones from α,β-epoxy-N-aziridinylimines via anionic rearrangement

Org Lett. 2013 Feb 15;15(4):914-6. doi: 10.1021/ol400070j. Epub 2013 Feb 4.

Authors

Fufang Wu¹, Min Dong, Fang Fang, Yingxia Sang, Yun Li, Bin Cheng, Lihe Zhang, Hongbin Zhai

Affiliation

¹ Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.

PMID: 23379787
DOI: 10.1021/ol400070j

Abstract

A novel one-step synthetic approach to tetrahydro[1,2]diazepinones via base-promoted rearrangement of α,β-epoxy-N-aziridinylimines, derived from α,β-epoxyketones and N-aminoaziridines, has been developed.

Publication types

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

MeSH terms

Azepines / chemical synthesis*
Azepines / chemistry
Aziridines / chemistry*
Cyclization
Molecular Structure
Stereoisomerism

Substances

Azepines
Aziridines