Lithium azide, reaction with acid chlorides

SULFUROUS OXIDE (7446-09-5) SO, Noncombustible liquefied gas under pressure or liquid. Contact with air forms hydrogen chloride fumes. Violent reaction with water or steam, forming sulfurous acid, a medium-strong acid and corrosion hazard. Reacts violently with acetylene, acrolein, alcohols, aluminum powder alkali metals (i.e., potassium, sodium) amines, ammonia, bromine pentafluoride butadiene caustics, cesium acetylene carbide chlorates, chlorine trifluoride chromium powder copper or copper alloy powders chlorine, diethylzinc, fluorine, ethylene oxide lead dioxide lithium acetylene carbide diamino-, metal powders monolithium acetylide-ammonia nitryl chloride potassium acetylene carbide potassium acetylide, potassium chlorate rubidium carbide silver azide sodium acetylide staimous oxide. Decon oses in... 

Nosyloxyesters undergo substitution reactions with inversion of configuration (Scheme 15). The corresponding nosyl lactate 98 is prepared in quantitative yield from 97 upon treatment with 4-nitrobenzenesulfonyl chloride in the presence of triethylamine and DMAP [34]. Reaction of 98 with sodium azide in DMSO (55 °C) gives the (R)-azidoester 99. Hydrolysis of the ester with lithium hydroxide in aqueous THF furnishes the azido acid 101 (92% ee). Reduction of the azide group is easily accomplished either under catalytic conditions or with triphenylphosphine and water. 

Electron-rich aromatic compounds, such as phenol, anisole and A,./V-dimethylaniline, add to bis(2-trichloroethyl) azodicarboxylate under the influence of lithium perchlorate, boron trifluoride etherate or zinc chloride to yield para-substituted products 74, which are transformed into the anilines 75 by means of zinc and acetic acid86. Triflic acid (trifluoromethanesulphonic acid) catalyses the reactions of phenyl azide with benzene, toluene, chlorobenzene and naphthalene, to give TV-arylanilines (equation 34)87. 

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