Phosphonium- and Benzotriazolyloxy-Mediated Bond-Forming Reactions and Their Synthetic Applications

摘要

Phosphonium and benzotriazolyloxy (and related) intermediates are easily prepared by the reactions of cyclic amides and ureas with (1H-benzotriazol-1-yloxy)triaminophosphonium hexafluorophosphate related reagents. The former intermediates could also be made available using analogous phosphonium reagents prepared in situ or from commercial sources. These intermediates efficiently lead to carbon–nitrogen, carbon–oxygen, carbon–sulfur, and carbon–carbon bond formations through nucleophilic aromatic substitution reactions with various nucleophiles. A new reaction involving the generation of phenols to situ from arylboronic acids and oxygen under palladium(0) catalysis or with boronic acids and hydrogen peroxide is reviewed.