76934-05-9Relevant academic research and scientific papers
Studies on the interaction of phosphine selenides and their structural analogues wth dihalogens and sulfuryl chloride
Krawczyk, Ewa,Skowronska, Aleksandra,Michalski, Jan
, p. 4471 - 4478 (2002)
The phosphine selenides, tris(dimethylamino)phosphine selenide, esters of selenophosphoric acid, and esters of selenophosphonic acid react with dihalogens and sulfuryl chloride to form halogenoselenophosphonium salts (≡ 3P-SeX)+X-. T
A mild synthesis of nitriles by von Braun degradation of amides using triphenyl phosphite-halogen-based reagents
Vaccari, Daniele,Davoli, Paolo,Spaggiari, Alberto,Prati, Fabio
experimental part, p. 1317 - 1320 (2009/04/06)
A mild procedure for the synthesis of aromatic and aliphatic nitriles is disclosed. In the presence of bromotriphenoxyphosphonium bromide (TPPBr 2), N-alkyl and N,N-dialkyl amides undergo von Braun degradation to nitriles in good to excellent yields under the mildest conditions ever reported. The reaction proceeds via formation of an iminoyl bromide intermediate at -60°C, which subsequently dealkylate upon refluxing in chloroform or even at room temperature. In the case of N-tert-butyl, N-α-phenylethyl and N-benzhydryl amides, chlorotriphenoxyphosphonium chloride (TPPCl2) generated at -30°C was also effective. Georg Thieme Verlag Stuttgart.
