925230-63-3Relevant articles and documents
Intramolecular Base-Free Catalytic Wittig Reaction: Synthesis of Benzoxepinones
Grandane, Aiga,Longwitz, Lars,Roolf, Catrin,Spannenberg, Anke,Escobar, Hugo Murua,Junghanss, Christian,Suna, Edgars,Werner, Thomas
, p. 1320 - 1329 (2019)
A straightforward two-step synthesis of benzoxepinones was developed via base-free phosphane-catalyzed Wittig reaction. 3-Methyl-1-phenyl-2-phospholene 1-oxide was used as a precatalyst and trimethoxysilane as a reducing agent. Additionally benzoic acid is employed as a catalyst to facilitate the reduction of the phosphane oxide. Mechanistic investigation revealed the formation of a coumarin as a side product, which was identified by 2D NMR experiments. First results of metabolic activity tests on the prepared benzoxepinones are reported.