The reactivity of NaBH4 was controlled by atmospheric CO2, thus suppressing direct reduction of aldehydes to alcohols. High selectivities towards reductive amination alkylation reactions indicate the in﹕itu formation of less reducing NaBH(OCHO)3. This protocol provides a surrogate for conventional ...
There are two other commonly used reductants for reductive amination: sodium cyanoborohydride (NaBH3CN) and sodium tri-acetoxyborohydride (NaBH(OAc)3). For our purposes, they can be considered to be the same. In practice, NaBH3CN is a little bit better than NaBH4. [For a discussion as to...
ChemInform Abstract: One-Pot Synthesis of Diphenyl Pyrazolylmethylanilines (III) via Reductive Amination Using NaBH4/I2 and Their Antimicrobial Screening.pyrazole derivativesamination, N‐alkylation, N‐arylationantifungal activityMost of the title compounds show considerable antifungal but poor antibacterial ...
Reagents: (i) NaBH4, MeOH; (ii) PhCH2Cl, Nah; (iii) BBr3, CH2Cl2; (iv) CH(OEt)3, AlCl3; (v) Pd/C (10%), H2; (vi) CrO3-H2SO4, MeCOMe; (vii) MeMgBr, PhMe; (viii) TsOH/PhMe. As the naphthalene (129) has been utilized by Suh et al.65 in the study on the synthesi...
Mechanism of reduction of 5a-h with NaBH4. H HH B OH H HH B O NR RN NR RN HO B HH H O B HH H CH3OH 4105 3. Experimental OH R N N R + B(OCH3)4 HO 3.1. General The 3,3'-ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines) 5a-h used were prepared according...
ReductiveAmination YunfuLuo 1.Easilyconducted,cleanandsimplework-up. 2.CanformthePrimary,Secondaryandtertiaryamines. MechanismIntroduction R 1 R 2 O + R 3 H N R 4 N R 1 R 2 R 4 R 3 [H] R 1 ,R 2 ,R 3 ,R 4 =H,alkyl,aryl ...
Consistent with this mechanism, when nitroalkanes were used as substrates, the conversion was full but no amination product was isolated. It is likely that the nitrosoalkane intermediates are less stable than their aryl counterparts and undergo isomerization to give oximes38–40, which rapidly ...
Reductive aminationSulfated polyborateNABH(4)One-potAn efficient, quick, and environment-friendly one-pot reductive amination of aldehydes or ketones was developed. In ethanol at 70 掳C, a reaction catalyzed by sulfated polyborate and further reduced by sodium borohydride yields various amines. The ...
NaBH4can be a perfectly acceptable reducing agent for reductive amination. There’s one slight problem with this reagent, however. What if the NaBH4ends up reducing the aldehyde or ketone before it has a chance to react with the imine? That would lead to lower yields.[In practice, this can...
Alinezhad H,Tajbakhsh M,Salehian F.Reductive amination of aldehydes and ketones to their corresponding amines with NaBH4 in micellar media. Monatshefte fuer Chemie . 2005Heshmatollah Alinezhad,Mahmood Tajbakhsh,Fatemeh Salehian. Reductive Amination of Aldehydes and Ketones to Their Corresponding...