Microwave assisted indirect functionalization of alcohols with 1,3-dimethylbarbituric acid followed by spirocyclisation employing a sequential one-pot Ir(III)/Pd(0) catalysed process, involving the formation of three new C-C bonds, one spirocyclic ring and one di- or tri-substituted exocyclic alkene, is described.

A new family of phosphine ligands bearing a bulky carbazolyl scaffold is described. With the combination of ligand 2a and Pd(OAc)(2), difficult tri-ortho-substituted biaryl couplings are accomplished smoothly. In particular, the catalyst loading as low as 0.02 mol% of Pd for non-activated 2,6-disubstituted aryl chloride coupling can be achieved.

The diastereo- and enantioselective direct vinylogous Michael addition reaction of γ-substituted butenolides to 2-enoylpyridines has been achieved. A range of γ,γ-disubstituted butenolide derivatives, bearing two consecutive tri- and tetrasubstituted stereogenic centers, were readily obtained in good yields with excellent stereoselectivities (up to >99 : 1 dr and >99% ee).

Paradoxically, N- and O-donor substituted tri-arylphosphanes are shown to be weaker donors than PPh3 when binding the soft Lewis acid moiety [PPh2]+. This arises from internal solvation and rehybridisation at phosphorus, precluding chelation and increasing steric demand, in direct contrast to coordination modes observed for metal complexes.

This study develops a process for enhancing the photostabilization of PVC films blended with low concentration mefenamate–tin complex. One tri-substituted and three di-substituted organotin complexes containing mefenamate unit are synthesized, their chemical structures established. The reactions mefenamic acid number substituted tin chlorides gave corresponding in 70–77% yields. Tin were thin f...

Systematically modified octyl galactosides and octyl N-acetyllactosamines were assessed as inhibitors of, and substrates for, T. cruzi trans-sialidase (TcTS) in the context of exploring its acceptor substrate binding site. These studies show that TcTS, which catalyses the α-(2→3)-sialylation of non-reducing terminal β-galactose residues, is largely intolerant of substitution of the galactose 2 ...

A diastereoselective and enantioselective construction of 2,3-disubstituted 1,4-dicarbonyl compounds is reported. Nishiyama's RuPhebox complex (2.0 mol% catalyst loading) serves as a chiral Lewis acid in conjunction with BrCCl3 base for the oxidative homocoupling 2-acyl imidazoles via stereocontrolled reaction intermediate Ru enolates situ brominated imidazoles. Cleavage achiral imidazole auxil...

An efficient synthesis of 1,1?,2,2?-tetraiodoferrocene is described that uses 1,1?,2,2?-tetrakis(tri-n-butylstannyl)ferrocene as a key intermediate in its synthesis. In an attempt to examine the stepwise mechanism, reaction tetratin-substituted ferrocene with iodine was monitored by 1H NMR and series coexisting compounds such 1,1?-bis(tri-n-butylstannyl)-2,2?-diodoferrocene were observed. The c...

The enantioselective Friedel-Crafts addition of a variety of indoles catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes (Sc(III)-pybox) was accomplished utilizing a series of beta-substituted alpha,beta-unsaturated phosphonates and alpha,beta-unsaturated 2-acyl imidazoles. The acyl phosphonate products were efficiently transformed into esters and amides, whereas the acyl imid...