Intermolecular Hydroaminoalkylation of Propadiene. Issue 63 (1st October 2020)

• Record Type: Journal Article
• Authors: Kaper, Tobias; Fischer, Malte; Warsitz, Michael; Zimmering, René; Beckhaus, Ruediger; Doye, Sven
• Is Part Of: Chemistry. Volume 26:Issue 63(2020)
• Page Start: 14300
• Page End: 14304
• Publication Date: 2020-10-01
• Subjects: allenes -- amines -- C−H activation -- hydroaminoalkylation -- titanium; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202003484
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Intermolecular hydroaminoalkylation reactions of propadiene with selected secondary amines take place in the presence of a 2, 6‐bis(phenylamino)pyridinato titanium catalyst. The corresponding products, synthetically useful allylamines, are formed in convincing yields and with high selectivities. In addition, propadiene easily inserts into the titanium‐carbon bond of a titanaaziridine. Abstract : Propadiene undergoes regioselective hydroaminoalkylation reactions with N ‐aryl‐ and N ‐alkyl‐substituted benzylamines in the presence of an aminopyridinato titanium catalyst. The corresponding products, synthetically useful allylamines, are formed in very good yields (up to 97 %) and with regioselectivities as high as 99:1.