Sodium borohydride in reductive amination reactions

Analysis of Clothing and Urine from Moscow Theatre Siege Casualties Reveals Carfentanil and Remifentanil Use

“…Scientific papers published by Russian military officers indicate an interest in fentanyls extending back 12 years: opioid receptor studies (7,25), fentanyl analysis (26) and synthesis of fentanyl precursors (27,28). That Russian military research on fentanyls occurred before 1994 is evident from a passage in a book by General Antonov (29), a former director of the Military Chemical Institute in Shikhany, which states that "the action of analgesics is a knock-out blow-personnel subject to an attack of forces only a few minutes after the beginning of a chemical attack will lose their capacity to stand, not to mention move about.…”

New potential of the reductive alkylation of amines

“…In water, the alkylation does not proceed, and carbonyl compounds are reduced to alcohols (Scheme 5). 44 …”

“…The yield of the reaction products depends on the structure of both the amine and carbonyl compound: the aniline salts react with NaBH 4 and cyclohexanone or N-methylpiperidone to give a substituted amine in the highest yield (up to 80%); in the case of diphenylamine and diethylamine, the dominating reaction product is the alcohol (cyclohexanol). 44 The formation of intermediate imines for their preferential (as compared to a carbonyl compound) reduction is promoted in the presence of boric, p-toluenesulfonic, sulfuric, benzoic and other protonic acids. 45 It has been shown for the reaction of benzaldehyde, aniline and NaBH 4 in the presence of H 3 BO 3 that the yield of target N-benzylaniline depends on the order of mixing of the reactants.…”

Synthesis and antibacterial activity of Schiff bases and amines derived from alkyl 2-(2-formyl-4-nitrophenoxy)alkanoates

“…The first method involves catalytic hydrogenation with platinum, palladium, ruthenium, cobalt or nickel catalysts (Klyuev and Khidekel, 1980 ; Petrisko and Krupka, 2005 ; Tripathi et al , 2008 ). The second method utilizes metal hydride reagents, mainly sodium borohydride (Panfilov et al , 2000 ), sodium triacetoxyborohydride (Abdel-Magid and Mehrman, 2006 ; Gribble, 2006 ), sodium or lithium cyanoborohydride (Borch et al , 1971 ; Grenga et al , 2009 ), and sodium borohydride modified with numerous polyvalent metal salts (Saxena et al , 2000 ; Saidi et al , 2007 ; Neidigh, et al , 1998 ) or activated by acids (Cho and Kang, 2005 ; Alinezhad et al , 2010 ).…”