EDA complex directed N-centred radical generation from nitrosoarenes: a divergent synthetic approach. Issue 90 (28th October 2019)

• Record Type: Journal Article
• Authors: Ghosh, Soumen; Kumar, Gautam; Naveen, ; Pradhan, Suman; Chatterjee, Indranil
• Is Part Of: Chemical communications. Volume 55:Issue 90(2019)
• Page Start: 13590
• Page End: 13593
• Publication Date: 2019-10-28
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc07277b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : N-Centred radicals generated via the formation of EDA complexes are added to electron-deficient allylsulfones to produce isoxazolidines, aziridines or β-amino acid derivatives. Abstract : A metal-free strategy for the generation of N-centred radicals from nitrosoarenes (activated by allylsulfones) via electron donor–acceptor (EDA) complexes is reported. The EDA complex initiates a single electron transfer (SET) process via diisopropylethylamine (iPr2 NEt) or a Hantzsch ester (HE). This mild and operationally simple protocol, initiated by the formation of a C–N bond, can conclude to either isoxazolidine or aziridine derivatives or can result in β-amino acid derivatives.