NaBH₄/DOWEX(R)50WX4: A Convenient Reducing System for Fast and Efficient Reduction of Carbonyl Compounds to Their Corresponding Alcohols

Abstract

The reduction of a variety of carbonyl compounds was efficiently carried out with NaBH4/DOWEX(R)50WX4 system. The reactions were performed to give the corresponding alcohols derivatives in perfect yields in THF at room temperature. Reduction of acyloins and a‐diketones by this reducing system produced efficiently the corresponding vicinal diols. Also, the reduction of aldehydes over ketones has been accomplished successfully by this system. Regioselectivity of this system was also investigated with exclusive 1,2‐reduction of conjugated carbonyl compounds to their corresponding allylic alcohols in high to excellent yields.

NaBH4/C: A Convenient System for Reductive Amination of Aldehydes

“…The influence of activated charcoal is not clear but we have reported [26][27] sodium borohydride is slowly decomposed by activated charcoal. Consequently, it is liberated hydrogen gas in situ.…”

“…Because, other approaches such as: the reduction of nitro, cyano, azide, carboxamide compounds or the alkylation of amines are often problemssuch as: harsh reaction conditions, overalkylation, low chemical selectivity and generally poor yields. The reductive aminationreactionhas been carried out by sodium borohydridewith different reducing system [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15] .But, in continuing our efforts for the development of new reducing systems [16][17][18][19][20][21][22][23][24][25][26][27][28] ,in this context, we have reported the reductive amination reaction of aldehydes with anilines by NaBH 4 /C system in THF.…”

An Eco-Friendly System for Oximation of Organic Carbonyl Compounds Under Microwave Irradiation

“…Recently, the oximation methods has been reviewed 4 . The lack of information for systematic the oximation of carbonyl compounds in water under microwave irradiation and our ongoing attentions to the development of modified methods in organic synthesis [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] encouraged us to investigate this transformation with NH 2 OH·HCl under microwave irradiation in water as a green and good solvent for transferring electromagnetic energy into heat and so driving an oximation reaction effectively. Herein, we describe a fast and efficient method for the oximation of varieties of carbonyl compounds such as aldehydes, ketones to the corresponding oximes with NH 2 OH·HCl/H 2 O/MWI system.…”

NH2OH.Hcl/Bacl2: A Convenient System for Synthesis of Oximes from The Corresponding of Organic Carbonyl Compounds

“…Some oximation methods have been reported 8 . However our ongoing attentions to the development of new modified methods in organic synthesis [8][9][10][11][12][13][14][15] , we have investigated the oximation of a variety of carbonyl compounds with NH 2 OH·HCl in the presence of BaCl 2 .…”