Direct-type catalytic three-component Mannich reaction in aqueous media

Silica-Supported Boric Acid with Ionic Liquid: A Novel Recyclable Catalytic System for One-Pot Three-Component Mannich Reaction

“…It should be mentioned here that methods reported earlier for this model reaction required longer time and use of toxic catalytic system such as Zn(OTf) 2 42) and Bi(OTf) 3 · 4H 2 O 43) Although in some cases non-toxic catalytic system was used (boric acid/glycerol), a very long reaction time (30-45 h) and low yield limit the scope of the method.…”

“…Amines with electron-withdrawing group, such as, 3-bromo, 4-nitro and 3-chloroaniline, gave the desired product in good yields (Table 4, entries 3, 8, 10). Generally, the Mannich reaction of 4-methoxybenzaldehyde, 4-nitroaniline and cyclohexanone is very difficult because of the presence of electron-donating and electron-withdrawing groups in aldehyde and amine, respectively 43) and also, no report exists in literature for the synthesis of Mannich product from these substrates. However, in present case, excellent yield of prod- uct was obtained from these substrates (Table 4, entry 8).…”

Molecular iodine: An efficient catalyst for the one-pot synthesis of primary 1-aminophosphonates

“…In contrast to the widespread studies on the one-pot synthesis of secondary and tertiary 1-aminophosphonates [12][13][14][15][16][17], relatively few methods are reported for the one-pot synthesis of primary 1-aminophosphonates. The most typical procedure for the one-pot synthesis of primary 1-aminophosphonates is a Strecker-type reaction [18], which involves the treatment of an aldehyde with ammonia and diethyl phosphite.…”

One‐pot synthesis of primary 1‐aminophosphonates: Coupling reaction of carbonyl compounds, hexamethyldisilazane, and diethyl phosphite catalyzed by Al(OTf)3

“…(b) Hofmann rearrangement of substituted phosphonoacetic esters [11]; (c) alkylation of nucleophilic precursors such as Schiff bases [12]; (d) conversion of the corresponding 1-hydroxyphosphonates to 1-aminophosphonates [13,14]; (e) reduction of 1-hydroxyiminophosphonates [15,16]; and (f) addition of the P H function to nitriles [17]. In contrast to the widespread studies on the one-pot synthesis of secondary and tertiary 1-aminophosphonates [18][19][20][21][22][23], relatively few papers have reported on the one-pot synthesis of primary 1-aminophosphonates. The most typical procedure for the one-pot synthesis of primary 1-aminophosphonates is a Streckertype reaction [24,25], which involves the treatment of an aldehyde with ammonia and diethyl phosphite.…”