The addition of an allenyl indium intermediate to chiral N-tert-butanesulfinyl imines 7 proceeds with high levels of diastereocontrol. The resulting homopropargylic amine derivatives 10 were transformed into 2-(2-aminoalkyl)benzofuran and indole derivatives 13 and 19, after Sonogashira coupling with o-iodophenol or o-iodoaniline, followed by formation of the heteroaromatic ring through an intra...

We report the attempted development of a photoredox-catalyzed α-C–H alkylation reaction aliphatic amine derivatives, using N-tosylhydrazones as radical alkylating partners. The original intention was to intercept α-aminoalkyl intermediates with N-tosylhydrazones, followed by expulsion sulfonyl β-scission generate N-H diazene species. Facile denitrogenation these would remove all traces hydrazon...

plexes of amines and cyclic amines used as DNA cleavage agents have been reported. These compounds generally contain heterocycles or polycyclic aromatic rings tethered to one or more aminoalkyl side chains, and are complexed with transition metals known to play important roles in DNA cleavage reactions. Many studies on the role of 2,4 -bithiazole, which constitutes a part of the C-terminus of B...

The mechanistic pathway of TEMPO/I₂-mediated oxidative cyclization of N,N-diaryl amino alcohols 1 was investigated. Based on direct empirical experiments, three key intermediates (aminium radical cation 3, α-aminoalkyl radical 4, and iminium 5), four types of reactive species (radical TEMPO, cationic TEMPO, TEMPO-I, and iodo radical), and three types of pathways ((1) SET/PCET mechanism; (2) HAT...