70892-07-8Relevant articles and documents
Modular radical cross-coupling with sulfones enables access to sp3-rich (fluoro)alkylated scaffolds
Merchant, Rohan R.,Edwards, Jacob T.,Qin, Tian,Kruszyk, Monika M.,Bi, Cheng,Che, Guanda,Bao, Deng-Hui,Qiao, Wenhua,Sun, Lijie,Collins, Michael R.,Fadeyi, Olugbeminiyi O.,Gallego, Gary M.,Mousseau, James J.,Nuhant, Philippe,Baran, Phil S.
, p. 75 - 80 (2018)
Cross-coupling chemistry is widely applied to carbon-carbon bond formation in the synthesis of medicines, agrochemicals, and other functional materials. Recently, single-electron-induced variants of this reaction class have proven particularly useful in the formation of C(sp2)-C(sp3) linkages, although certain compound classes have remained a challenge. Here, we report the use of sulfones to activate the alkyl coupling partner in nickel-catalyzed radical cross-coupling with aryl zinc reagents. This method's tolerance of fluoroalkyl substituents proved particularly advantageous for the streamlined preparation of pharmaceutically oriented fluorinated scaffolds that previously required multiple steps, toxic reagents, and nonmodular retrosynthetic blueprints. Five specific sulfone reagents facilitate the rapid assembly of a vast set of compounds, many of which contain challenging fluorination patterns.
A facile synthesis of N-arylsulphonylazetidines through the reaction of N-arylsulphonylaziridines with dimethyloxosulphonium methylide and a PTC
Nadir, Upender K.,Arora, Anjali
, p. 297 - 298 (2007/10/02)
2-Aryl and 2-Alkyl-N-arylsulphonylazetidines (II) can be prepared by the reaction of corresponding aziridines with dimethyloxosulphonium methylide in the presence of a PTC.
