5051-19-4Relevant articles and documents
Synchronous double C-N bond formation via C-H activation for a novel synthetic route to phenazine
Seth, Kapileswar,Raha Roy, Sudipta,Chakraborti, Asit K.
supporting information, p. 922 - 925 (2016/01/16)
A novel synthetic strategy for phenazine formation is reported following self-coupling of anilines by Pd-Ag binary nanocluster-catalysed synchronous double C-N bond formation via non-radical mode of ortho-aryl C-H activation.
Water at elevated temperatures (WET): Reactant, catalyst, and solvent in the selective hydrolysis of protecting groups
Medina-Ramos, Wilmarie,Mojica, Mike A.,Cope, Elizabeth D.,Hart, Ryan J.,Pollet, Pamela,Eckert, Charles A.,Liotta, Charles L.
, p. 2147 - 2155 (2014/04/17)
Water at elevated temperatures (WET) can act simultaneously as reactant, solvent, and catalyst in reaction processes. WET has been successfully employed in the removal of protecting groups alleviating the need for added strong acids/bases, subsequent neutralization and waste salt elimination. The protocols for the water-mediated removal of several common protecting groups such as tert-butyl carbamates (N-Boc) from 125 to 150 °C, acetamide (N-Ac) at 275 °C and acetate esters (O-Ac) at 250 °C are reported for different model aryl compounds. In addition, high yields and selective deprotection of one protecting group in the presence of another by simply tuning the temperature is demonstrated. In order to gain further insights into reaction processes, the aqueous solubilities of several of the reactants, the kinetics and mechanisms associated with some of these reactions are also discussed. the Partner Organisations 2014.
LDA-promoted decomposition of benzenesulfenamides. A route to aminyl radicals by dioxygen oxidation of lithium amides
Barbieri, Anna,Montevecchi, Pier Carlo,Nanni, Daniele,Navacchia, Maria Luisa
, p. 13255 - 13264 (2007/10/03)
The LDA-promoted decomposition of N-monosubstituted sulfenamides 1a-d occurs through the formation of thioaminyl anions, which undergo oxidation either at sulfur, with formation of sulfonamides, or at nitrogen, with formation of thioaminyl radicals, depending on the nature of the 4'-substituent. The reaction of N,N-disubstituted sulfenamides 1e-h proceeds through the intermediacy of a lithium complex capable of generating aminyl radicals via sulfenyl group transfer to the di-iso-propylamido anion and subsequent aerial oxidation of the resulting lithium amides 3e-h.
