A one-pot synthesis of N-alkylaminobenzenes from nitroaromatics: reduction followed by reductive amination using B10H14

One-step reductive etherification of 4-[18F]fluoro-benzaldehyde with decaborane

“…Derivatives of carboxylic acids, [2][3][4][5]11 such as esters or cyano groups have been reported to remain intact under the reaction conditions, whereas nitro groups 3,5,11 or alkenes 6 can only be reduced in the presence of palladium catalysts. The smooth conversion of the olefinic alcohols 2b, 2c and 2f (Table 1, In conclusion, the reductive coupling of 4-fluoro-benzaldehyde with different alcohols by means of B 10 H 14 could readily proceed in acetonitrile.…”

“…[2][3][4][5][6][7][8][9][10][11] The reductive etherification of aromatic aldehydes with B 10 H 14 in methanol or ethanol has been reported to be an efficient way to synthesize the corresponding ethers. 2 This suggests the possibility to synthesize 18 F-labelled fluoro-benzylethers from 4-[…”

Practical One-Pot Synthesis of Secondary Amines by Zinc-Catalyzed Reductive Amination

“…Although hydrogenation and transfer hydrogenation of C=N bonds in the presence of catalytic amounts of metal precursors are the most developed ways, catalytic hydrosilylation is a desirable choice because of mild reaction conditions and straightforwardness [17][18][19]. Indeed, during the last decades several reductive amination protocols based on transition metals or metal free catalysts have been reported [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35]. A number of catalysts rely on precious metals such as rhodium, ruthenium, and iridium.…”

Reductive N-Alkylation of Nitroarenes: A Green Approach for the N-Alkylation of Natural Products

“…Bae et al used decaborane and 10% Pd/C 6 in methanol as a reducing system with a carbonyl compound as the alkyl source. Although this method showed high yields (~90%) of the mono- N -alkyl products, it has several drawbacks.…”