A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)(2) or [(allyl)PdCl](2) and the monodentate biaryl phosphine ligand (t)BuXPhos. The trifluoromethyl anion (CF(3)(-)) or its equivalent for th...

A new type of berberine derivatives was obtained by the reaction berberrubine with aliphatic sulfonyl chlorides. The polycyclic compounds have a sultone ring condensed to C and D rings protoberberine core. conditions were developed facilitate formation sultones high yields without by-product formation. Thus, it shown that order addition reagents affects composition products: when sulfochlorides...

The relative configuration of the endo isomer of the title compound, C(9)H(14)O(4)S, has been established and the conformation of the diastereoisomer is discussed. The five-membered ring adopts an envelope conformation. The conformation of the methane-sulfonate substituent is stabilized by inter-molecular C-H⋯O hydrogen bonds. The crystal packing results in alternating layers of polar methane-s...

A method for the preparation of aryl and heteroaryl sulfonamides using 2,4,6-trichlorophenyl chlorosulfate (TCPC) is described. The reaction of 2-pyridylzinc reagents with TCPC resulted in 2,4,6-trichlorophenyl (TCP) pyridine-2-sulfonates, and the parent pyridine-2-sulfonate was shown to react with amines. Less electron-rich aryl- and heteroarylzinc reagents reacted with TCPC to afford sulfonyl...

The dynamic kinetic Pd0-catalyzed alkynylation of racemic heterobiaryl sulfonates was used for the asymmetric synthesis of axially chiral heterobiaryl alkynes with a broad scope. The use of Pd(OAc)2/(S)-QUINAP as the precatalyst provides products in excellent yields and enantioselectivities under mild conditions (DMSO, 40 °C). Semireduction, 1,3-dipolar cycladdition or N-oxidation served to ill...

Production of sodium alpha olefin sulfonates from a variety of normal alpha olefin blends has been studied at the pilot plant scale. Results for the sulfonation, neutralization, and hydrolysis of commercial grade C14, C1416, C1418, and C1224 normal alpha olefins are presented, and the application of a new surfactant drying technology for producing ultra-concentrated AOS is discussed. Physical p...

Novel unnatural 5'-phosphoramidate nucleosides, capable of being processed as substrates by DNA polymerases for multiple nucleotide incorporations, have been designed. The mimics feature metabolites such as taurine and a broad range of aliphatic sulfonates coupled through a P-N bond to the 5'-phosphate position of deoxynucleotides, to allow binding interactions in the enzyme active site. The ut...