An efficient approach to biomass-based tertiary amines by direct and consecutive reductive amination of furfural

Selective Construction of a Biomass-Based Secondary Amine by Hydrogenative Homocoupling of Nitrile Using an Iridium Complex in a Metal–Organic Framework

“…Conversely, in the case of 7a synthesis (tertiary amine), a high 8/NH 3 molar ratio can shift the consecutive reaction to the 7a side, thus enhancing the selectivity of 7a. 29 The developed catalytic systems for tertiary amine synthesis via direct 8-to-7a transformation were generally very limited. Recently, we reported an efficient synthetic strategy to 7a by Rh 2 P-promoted consecutive reductive amination of 8 to give 7a with HCOONH 4 as the nitrogen source.…”

“…Hydrazone was observed as a reaction intermediate with a quick formation rate at the initial stage; 3a selectivity was significantly improved because of a moderate reactivity of the hydrazone during its hydrogenation step. Conversely, in the case of 7a synthesis (tertiary amine), a high 8 /NH 3 molar ratio can shift the consecutive reaction to the 7a side, thus enhancing the selectivity of 7a . The developed catalytic systems for tertiary amine synthesis via direct 8 -to- 7a transformation were generally very limited.…”

“…The developed catalytic systems for tertiary amine synthesis via direct 8 -to- 7a transformation were generally very limited. Recently, we reported an efficient synthetic strategy to 7a by Rh 2 P-promoted consecutive reductive amination of 8 to give 7a with HCOONH 4 as the nitrogen source . The excellent activity of low-temperature hydrogenation for the Rh 2 P catalyst efficiently and selectively pushes the consecutive reaction.…”

“…Recently, we reported an efficient synthetic strategy to 7a by Rh 2 P-promoted consecutive reductive amination of 8 to give 7a with HCOONH 4 as the nitrogen source. 29 The excellent activity of low-temperature hydrogenation for the Rh 2 P catalyst efficiently and selectively pushes the consecutive reaction. As the key intermediate between 3a and 7a, selective synthesis of 6a (secondary amine) is still a great scientific challenge.…”

Designed TiS2 nanosheets for efficient electrocatalytic reductive amination of biomass-derived furfurals

“…12,13 The selective synthesis of ONCs remains a big challenge due to the easily occurring side reactions. [14][15][16][17][18][19][20] Taking furanic aldehydes as an example, the amination reaction involves a complicated pathway as depicted in Scheme 1. The target ONC could be selectively generated from the condensation of furanic aldehydes (a) with ethanolamine through C-N coupling and then via the hydrogenation of the primary imine to the ONC.…”