28622-61-9Relevant articles and documents
Straightforward and direct access to β-seleno- amines and sulfonylamides via the controlled addition of phenylselenomethyllithium (LiCH2SePh) to imines
Senatore, Raffaele,Malik, Monika,Touqeer, Saad,Listro, Roberta,Collina, Simona,Holzer, Wolfgang,Pace, Vittorio
, (2020)
The transfer of a α-methyl phenylseleno carbanion to variously functionalized N-aryl and N-sulfonyl imines is reported. The fast selenium-lithium exchange conducted on a diselenoacetal with n-BuLi enables the generation of the attacking homologative nucleophile under chemoselective conditions preserving concomitant potentially sensitive functionalities to the lithiating conditions. Uniformly high yields were observed, thus establishing a valuable and conceptually simple approach to the title compounds.
Corey-Chaykovsky Cyclopropanation of Nitronaphthalenes: Access to Benzonorcaradienes and Related Systems
Antoniak, Damian,Barbasiewicz, Micha?
supporting information, p. 9320 - 9325 (2019/11/19)
Nitronaphthalene derivatives react as Michael acceptors in the Corey-Chaykovsky reaction with alkyl phenyl selenones and alkyl diphenyl sulfonium salts. Mechanistic studies reveal that sterically demanding substituents at the carbanionic center favor formation of cyclopropanes and suppress competitive β-elimination to the alkylated products. The transformation, demonstrated also on heterocyclic nitroquinoline and nitroindazolines, is an example of transition metal-free dearomatization method.
Mechanistic Insight into the Oxidation of Organic Phenylselenides by H2O2
Ribaudo, Giovanni,Bellanda, Massimo,Menegazzo, Ileana,Wolters, Lando P.,Bortoli, Marco,Ferrer-Sueta, Gerardo,Zagotto, Giuseppe,Orian, Laura
, p. 2405 - 2422 (2017/02/23)
The oxidation of organic phenylselenides by H2O2is investigated in model compounds, namely, n-butyl phenyl selenide (PhSe(nBu)), bis(phenylselanyl)methane (PhSeMeSePh), diphenyl diselenide (PhSeSePh), and 1,2-bis(phenylselanyl)ethane
