Ortho ‐substitution of the benzene ring in 3‐arylsydnones mediated by butyllithium

Abstract

C(4), C′(2)‐Double substitution was achieved in good yields by reacting 3‐arylsydnones with BuLi and then with a suitable electrophile in THF at −50°C. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:549–552, 1998

Coordination complexes involving sydnones as ligands

“…The synthesis of bidentate diphenyl(2-diphenylphosphinophenylsydnonyl)phosphine ligand 28 and corresponding palladium complex 29 were also developed (Scheme 9). 29,31 The bond lengths in the sydnone ring, upon coordination of 28 on palladium, substantially decrease, which is in correlation with the donation of electron density to the metal via the phosphorus atom. The decrease in bond length is much higher for the C Ph -P bond than for the C Syd -P bond, suggesting that the phenyl moiety is more donating than the sydnone to the phosphorus.…”