| Literature DB >> 33261315 |
Khang X Nguyen1,2, Phuc H Pham1,2, Thao T Nguyen1,2,3, Chou-Hsun Yang4, Hoai T B Pham1,2,4, Tung T Nguyen1,2, Haobin Wang4, Nam T S Phan1,2.
Abstract
A trisulfur-radical-anion (S3̇-)-triggered C(sp2)-H amination of α,β-unsaturated carbonyl derivatives with simple amines has been demonstrated. This protocol provides convenient access to a variety of synthetically valuable N-unprotected and secondary β-enaminones with absolute Z selectivity and tertiary β-enaminones with E selectivity. Mechanistic probe and electronic structure theory calculations suggest that S3̇- initiates the nucleophilic attacks via a thiirane intermediate.Entities:
Year: 2020 PMID: 33261315 DOI: 10.1021/acs.orglett.0c03846
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005