Additive-free nucleophilic addition of imidazolines and imidazoles to haloacetylenes

Nucleophilic addition of imidazolines to 1-halo-1-alkynes takes place by simple heating in DMF without any additives to give (Z)-N-(1-halo-1-alken-2-yl)imidazolines in good yield and in a highly regio- and stereoselective manner. These reaction conditions are also valid for the similar addition of imidazoles.     

Nucleophilic addition of sulfonamides to bromoacetylenes: facile preparation of pyrroles

Nucleophilic addition of sulfonamides to 1-bromo-1-alkynes provided (Z)-N-(1-bromo-1-alken-2-yl)-p-toluenesulfonamides in good yield and in a highly regio- and stereoselective manner. Treatment of product (Z)-N-(1-bromo-1-octen-2-yl)-N-allyl-p-toluenesulfonamide with a palladium catalyst under Heck conditions afforded 1-(p-toluenesulfonyl)-2-hexyl-4-methylpyrrole in good yield. Other pyrroles with various substituents can also be prepared in good yield by this method.     

RHODOPSIN-PHOSPHOLIPID INTERACTION IN DETERGENT AND IN THE DISK

Abstract— Solubilization of cattle disk membrane in deoxycholate shifted the fluorescence emission maximum from 324 to 331 nm without changing the intensity. Tryptophyl residues are probably located at the hydrophobic interface between rhodopsin and phospholipid. Depletion of deoxycholate concentration from the solubilized disk by Sephacryl 200 column chromatography produced rhodopsin-phospholipid complexes with different characteristics that are the intermediate stages of membrane formation from homogeneous molecular solution. Association of rhodopsin takes place in a two-dimensional way even in the appreciably low content of phospholipid.
Sedimentation velocity studies showed that reassociation of lipid and rhodopsin occurs in 0.2% deoxycholate as well as in 0.05% sodium dodecylsulfate.
By using Sephacryl column we can now prepare, within 60 min, the rhodopsin-lipid complex that can form large vesicles in response to the addition of MgCl₂ without dialysis. This type of lipoprotein complex will be useful to the study of the mechanism of the two dimensional membrane formation.     

Facile preparation of indoles and 1,2-benzothiazine 1,1-dioxides: nucleophilic addition of sulfonamides to bromoacetylenes and subsequent palladium-catalyzed cyclization

Bromine as a double agent: The bromine atom in 1-bromo-1-alkynes works as an electron-withdrawing group to effect the nucleophilic addition of sulfonamides. It again plays a pivotal role in the palladium-catalyzed cyclization of the resultant (Z)-2-(sulfonylamino)-1-bromoalkenes into nitrogen heterocycles (see scheme).