New methods for carbon-nitrogen, carbon-sulfur, and carbon-carbon bond formations by quinone-mediated oxidation-reduction condensation using alkyl diphenylphosphinites

Activation Strain Analyses of Counterion and Solvent Effects on the Ion‐Pair SN2 Reaction of and CH3Cl

“…For instance, tertiary carbons, which are commonly known to undergo unimolecular nucleophilic substitution reactions, can be made to react in an S N 2 manner. [2,8] Moreover, Mukaiyama et al [9] reported the formation of highyield products with new C C, C N, and C S bonds via an S N 2-b pathway. Another example is the S N 2 reaction of alkyl fluorides, which was achieved by activating the F moiety in an alcohol/water mixture.…”

Photocatalytic C(sp2)–OMe bond cleavage and amidation of anisoles with N-hydroxyphthalimides and phthalimides

“…, azoles and ammonia) are suitable nucleophilic coupling partners in this photocatalytic system for the construction of N -arylazoles and anilines from methoxyarenes. Inspired by the advantages of the photocatalytic protocol 22 and in continuation of our own efforts on developing eco-friendly strategies for C–N bond formation, 23 herein we present a visible light-induced C(sp 2 )–OMe bond cleavage and amidation of anisoles with acidic N -hydroxyphthalimides (p K a = 6.1) 24 and phthalimides (p K a = 8.3) 25 using 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN, ) 18 as a mild oxidizing photoredox catalyst (Scheme 1d).…”