Primary trifluoroborate-iminiums are transformed into N-sulfonyl amidines in an azide- and transition-metal-free C(sp2)–N bond-forming reaction under mild conditions. The mechanism was elucidated via NMR, mass spectrometry and DFT calculations.
A remote activating strategy enabled (RASE) π-bond migratory dealkylative C(sp3)–N and C(sp2)–N coupling with 2-alkoxylthiazole to afford N-benzyl or N-phenyl thiazol-2(3H)-ones is reported.
This review provides an overview on recent developments in transition-metal-catalysed intermolecular saturated C(sp3)–N(sp3) bond-forming reactions. Moreover, limitations and perspectives on emerging opportunities in this area are also discussed.
A facile synthesis of fluorene-9-carboxamides through palladium-catalysed intramolecular cross-dehydrogenative coupling (CDC) is described.
The σ-complex is formed first, followed by the production of two adduct isomers, and ultimately yielding the desired product through an elimination reaction.