Synthesis of heterocyclic compounds through nucleophilic phosphine catalysis

Nucleophilic phosphine catalysis is a practical and powerful tool for the synthesis of various heterocyclic compounds with the advantages of environmentally friendly, metal-free, and mild reaction conditions.

Recent advances in phosphine catalysis involving γ-substituted allenoates

This feature article will describe the selected examples of organophosphine catalysis of γ-substituent allenoates with a wide range of electrophiles to give diverse annulations.

Phosphine-catalyzed [4 + 2] cyclization of para-quinone methide derivatives with allenes

The first [4 + 2] cyclization of para-quinone methide derivatives with allenes has been established via phosphine catalysis, which afforded a series of chroman derivatives in high yields (up to 97%) and excellent (E/Z)-selectivities (all >95 : 5 E/Z).

Facile synthesis of Pd(ii) and Ni(ii) pincer carbene complexes by the double C–H bond activation of a new hexahydropyrimidine-based bis(phosphine): catalysis of C–N couplings

A new hexahydropyrimidine-based NHC proligand undergoes facile double C–H bond activation to give Pd(ii) and Ni(ii) NHC pincer cationic complexes. The Pd complex catalyzes C–N cross couplings very efficiently.

Enantioselective intramolecular C–H amination of aliphatic azides by dual ruthenium and phosphine catalysis

By combining a chiral-at-metal ruthenium catalyst with catalytic amounts of tris(p-fluorophenyl)phosphine (both 1 mol%), the challenging catalytic enantioselective ring-closing C(sp3)-H amination of unactivated aliphatic azides has been achieved with high enantioselectivities.