Highly Selective Synthetic Transformations Catalyzed by Lithium Perchlorate in Organic Media

Reductive amination of aldehydes with sodium borohydride and lithium aluminum hydride in the presence of lithium perchlorate

“…In recent years, concentrated solutions of lithium perchlorate in diethyl ether (LPDE) have been used in various organic transformations [27]. The LPDE is a convenient medium to carry out many different reactions under neutral conditions.…”

“…The organic layer was separated, washed with water and dried over MgSO 4 and the solvent was evaporated in vacuo to give the crude product. After purification by short column chromatography or by extraction with 5% HCl solution, all amine compounds were characterized on the basis of their spectroscopic data and by comparison with those reported in the literature [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23]27].…”

Lithium perchlorate suspend in methylene chloride, a mild, efficient and reusable catalyst for the synthesis of ferrocene aminonitrile derivatives

“…Recently, concentrated solutions of LiClO 4 in diethyl ether (LPDE) have been used in various organic transformation [13,14]. On the other hand, a catalytic amount of LiClO 4 suspended in dichloromethane has also been reported to provide a mild and effective medium for some well-known reactions, such as Mannich, Mukaiyama aldol, or Diels-Alder reactions [15].…”

An improved synthesis of cyanohydrins in the presence of solid LiClO4 under solvent-free conditions

“…All of the reactions have been carried out in solvents such as CH 2 Cl 2 , CH 3 CN, THF, etc. On the other hand, due to the current challenges for developing solvent-free and environmentally benign synthetic systems [15] and in continuation with our interests on the applications of lithium perchlorate for various organic transformations [16], we would like to report a novel method for the cyanation of carbonyl compounds with TMSCN in the presence of solid LiClO 4 under solvent-free conditions. When an aldehyde or a ketones was allowed to react with TMSCN in the presence of catalytic amounts of solid lithium perchlorate, the cyanation of the carbonyl compounds proceed effectively to give the corresponding cyanohydrins in good yields, Scheme 1.…”