アルキニルビスムソニウム塩を活用するN-アルキニルイミドの合成

抄録

Copper-promoted unsaturated carbon-nitrogen oxidative-coupling reactions of NH-containing substrates with aryl, alkenyl, alkynyl halides , boronic acids, and borates have emerged as a powerful synthetic methodology for pharmaceuticals. Although organobismuth(III) and (V) compounds also used as carbon reagents, no report exists of the utility as alkenyl and alkynyl reagents. Now I report a new copper-catalyzed coupling of imides with alkynyltriarylbismuthonium salts in the presence of amine to give N-alkynyl imides. Diyne and N-aryl imide were also obtained as byproducts. However, electron-donating substituents on the aromatic ring of alkynyltriarylbismuthonium salt and low reaction temperature lead to high selectivity of N-alkynyl imides.