132205-64-2Relevant articles and documents
Redox catalysis in free-radical reactions: New, simple, convenient intramolecular homolytic aromatic substitutions
Araneo, Silvia,Fontana, Francesca,Minisci, Francesco,Recupero, Francesco,Serri, Anna
, p. 4307 - 4310 (1995)
Three new general, simple and convenient procedures of intramolecular homolytic aromatic substitution leading to homocyclic and heterocyclic compounds have been developed by addition of aryl or nucleophilic alkyl radicals to alkenes conjugated with electron-withdrawing groups in the presence of metal salt redox systems.
Semmelhack et al.
, p. 959 (1977)
A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones
Sun, Ming-Xue,Wang, Yao-Feng,Xu, Bao-Hua,Ma, Xin-Qi,Zhang, Suo-Jiang
supporting information, p. 1971 - 1975 (2018/03/23)
A metal-free protocol of direct C(sp3)-H cyanation with cyanobenziodoxolones functioning as both cyanating reagents and oxidants was developed. Unactivated substrates, such as alkanes, ethers and tertiary amines, were thereby transformed to the corresponding nitriles in moderate to high yields. Mechanistic studies indicated that the cyanation proceeded with two potential pathways, which is highly dependent on the substrates: (1) a free radical case for alkanes and ethers and (2) an oxidative case for tertiary amines.
Enantioselective nickel-catalyzed hydrocyanation of vinylarenes using chiral phosphine-phosphite ligands and TMS-CN as a source of HCN
Falk, Anna,Goederz, Anna-Lena,Schmalz, Hans-Guenther
supporting information, p. 1576 - 1580 (2013/03/13)
Anti-headache chemistry: In the presence of a tailored modular P,P ligand the nickel-catalyzed addition of HCN, generated in situ from TMS-CN, to styrene derivatives proceeds with an unprecedented level of stereocontrol (up to 97 % ee) to give 2-aryl-acetonitriles, for example, the depicted precursor of Ibuprofen. Copyright