31236-71-2Relevant articles and documents
Reduction of Nitrostyrenes to Nitroalkanes with a NADH Grafted Model
Trefouel, Thierry,Tintillier, Patrik,Dupas, Georges,Bourguignon, Jean,Queguiner, Guy
, p. 4492 - 4494 (1987)
Grafting of the 1,4-dihydronicotinamide structure on a Merrifield type resin is described.With this reagent, arylnitroethanes have been obtained by regioselective reduction of β-nitrostyrenes.The yields are good and no dimeric compounds are formed.The role of magnesium ions in these reductions is different from that observed with classical NADH models.
Nitroalkene reduction in deep eutectic solvents promoted by BH3NH3
Benaglia, Maurizio,Boselli, Monica Fiorenza,Faverio, Chiara,Gonzalez, Patricia Camarero,Puglisi, Alessandra
supporting information, p. 1041 - 1047 (2021/05/17)
Deep eutectic solvents (DESs) have gained attention as green and safe as well as economically and environmentally sustainable alternative to the traditional organic solvents. Here, we report the combination of an atom-economic, very convenient and inexpensive reagent, such as BH3NH3, with bio-based eutectic mixtures as biorenewable solvents in the synthesis of nitroalkanes, valuable precursors of amines. A variety of nitrostyrenes and alkyl-substituted nitroalkenes, including α- and β-substituted nitroolefins, were chemoselectively reduced to the nitroalkanes, with an atom economy-oriented, simple and convenient experimental procedure. A reliable and easily reproducible protocol to isolate the product without the use of any organic solvent was established, and the recyclability of the DES mixture was successfully investigated.
Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides
Rezazadeh, Sina,Devannah, Vijayarajan,Watson, Donald A.
, p. 8110 - 8113 (2017/06/28)
Enabled by nickel catalysis, a mild and general catalytic method for C-alkylation of nitroalkanes with unactivated alkyl iodides is described. Compatible with primary, secondary, and tertiary alkyl iodides; and tolerant of a wide range of functional groups, this method allows rapid access to diverse nitroalkanes.