Oxalyl chloride Oxime

Oxalyl chloride proved to be an interesting reagent for the above transformation on treating an oxime with 1.5 equivalents of this reagent in diethyl ether at low temperatures, a precipitate (hydrochloride of the oxime) is formed immediately, which dissolves after a few minutes affording (Morooxalyl) oximes in high yields (68-99%) [66],... 

Activation of dimethyl sulfoxide by oxalyl chloride, as developed by Swern and co-workers [1317-1319,1335,1371-1373], has become the most used of these oxidation procedures, but several of the other methods are also convenient and effi-dent. The usual nudeophiles have been alcohols, phenols, enols, amines, and oximes. 

A catalytic route for nucleophilic substitution of alcohols using simple CPN 55 as a catalyst was also developed by Lambert in 2011 (Scheme 6.18a) [46]. In this reaction, oxalyl chloride acts as an activating reagent for 55. The catalytic system is also employed for the conversion of oximes and primary amides into nitriles (Scheme 6.18b) [47]. 

---