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.
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.
The catalytic aminofluorination of styrenes using novel N–F reagents with deprotectable substituents, and the selective deprotection of the resulting products are disclosed.