An Efficient Method for the Synthesis of Aliphatic α-Organothio Aldoximes

A new and simple procedure for the synthesis of aliphatic α-organothio aldoximes wasreported. The aliphatic aldoxime was chlorinated by t-BuOCl, the resulting hydroxime acidchloride was treated with triethylamine and alkyl mercaptan in a one pot procedure to get the targetcompounds. The method is very efficient with high yield and good purity.

Preparation of aldoxime through direct ammoximation using titanium silicalite-1 catalyst

The liquid phase direct ammoximation of 5-isooctyl salicylaldehyde with ammonia and hydrogen peroxide was studied using titanium silicalite-1(TS-1)catalyst.The effect of reaction parameters on the yield of the product was studied,which include reaction temperature,reaction time,molar ratio of ammonia to aldehyde as well as hydrogen peroxide to aldehyde.The influence of the amount of catalyst on the reaction results was also investigated.The maximum 5-isooctyl salicylaldoxime yield of 98.76%was achieved under the following optimal reaction conditions:the molar ratio of 5-isooctylaldehyde to hydrogen peroxide and ammonia of 1:1.4:1.6,the reaction temperature of 70℃,the amount of TS-1 of 17.5 g·mol^(-1)(5-isooctyl salicylaldehyde),and the feeding time of 2 h.This method has the mild reaction conditions and avoids the shortcomings of traditional methods.Moreover,useless inorganic salts by-products are avoided,and there is no environmental pollution.

SO3H-Functionalized Ionic Liquids： Green, Efficient and Reusable Catalysts for the Facile Dehydration of Aldoximes into Nitriles

Easily synthesized aldoximes have been converted to the corresponding nitriles under very mild conditions by a simple reaction using two halogen-free SO3H-functionalized ionic liquids, 3-methyl-l-（4-sulfonic acid）butylimidazolium hydrogen sulfate [MIM（CH2）aSO3H][HSO4] and 1-（4-sulfonic acid）butylpyridinium hydrogen sulfate [PY（CH2）4SO3H][HSO4], as catalyst and reaction medium without any additional organic solvent. The method was equally effective for aromatic aldoximes bearing electron-donating and electron-withdrawing substituents. Taking into account environmental and economical consideration, the protocol presented here has the merits of environmentally friendly, simple operation, easy work-up and very good yields. The catalysts could be recycled and reused for several times without noticeably decreasing in their catalytic activities.

An effcient,rapid and facile procedure for conversion of aldoximes to nitriles using triphenylphosphine and N-halo sulfonamides

N,N,N＇,N＇-Tetrabromobenzene-1,3-disulfonamide （TBBDA）/triphenylphosphine and N,N,N＇,N＇-tetra- chlorobenzene-1,3-disulfonamide （TCBDA）/triphenylphosphine have been introduced as highly efficient systems for the versatile conversion of aldoxime derivatives into nitriles. The process reported here is operationally simple and reactions have been mildly performed in dichloromethane at room temperature.

Perfluoroalkanosulfonyl fluoride: A useful reagent for dehydration of aldoximes to nitriles

The reaction of a variety of aldoximes with perfluoroalkanosulfonyl fluoride in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene（DBU） in dichloromethane smoothly generated the corresponding nitriles in 70%-95% yields.