LXXIX.—Iminoethers corresponding with ortho-substituted benzenoid amides

Coupling of ortho-substituted aryl chlorides with bulky amides.

Voluminous amides were coupled with deactivated, sterically hindered aryl chlorides in excellent yields providing products, which have not been efficiently accessible by transition metal catalysis so far. Application of an unsymmetric bisphosphine ligand was critical for the high catalytic activity.

Robust visible light photoswitching with ortho-thiol substituted azobenzenes.

Introduction of S-ethyl groups in all four ortho positions of azobenzene prevents reduction of the azo group by intracellular glutathione, while enhancing the absorptivity to ~10,000 M(-1) cm(-1) in the blue and green regions of the visible spectrum. cis-to-trans isomerization occurs thermally on the minutes timescale. Further, this substitution pattern permits switching with red light, a color...

A highly efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides.

An efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides was developed. A variety of anilides reacted with aryl acylperoxides to afford the corresponding ortho-arylation products, and N-methoxyarylamides generated phenanthridinones.

Electrochemical oxidation of propanil and related N-substituted amides

The electrochemical behaviour of propanil and related N-substituted amides (acetanilide and N,N-diphenylacetamide) was studied by cyclic and square wave voltammetry using a glassy carbon electrode. Propanil has been found to have chemical stability under the established analytical conditions and showed an oxidation peak at +1.27 V versus Ag/AgCl at pH 7.5. N,N-diphenylacetamide has a higher oxi...

Genetic Incorporation of Seven ortho-Substituted Phenylalanine Derivatives