42088-52-8Relevant articles and documents
Reaction of azides with dichloroindium hydride: Very mild production of amines and pyrrolidin-2-imines through possible indium-aminyl radicals
Benati, Luisa,Bencivenni, Giorgio,Leardini, Rino,Nanni, Daniele,Minozzi, Matteo,Spagnolo, Piero,Scialpi, Rosanna,Zanardi, Giuseppe
, p. 2499 - 2502 (2007/10/03)
Organic azides are easily reduced to the corresponding amines by reaction with dichloroindium hydride under very mild conditions and in a highly chemoselective fashion. γ-Azidonitriles give rise to outstanding five-membered cyclizations affording pyrrolidin-2-imines. A rationalization of the overall experimental data cannot exclude the occurrence of competitive radical and nonradical pathways, but certain results are, however, soundly consistent with the intermediacy of indium-bound nitrogen-centered radicals.
