Metal nitrate driven nitro Hunsdiecker reaction with α,β-unsaturated carboxylic acids under solvent-free conditions

Poly Ethylene Glycols as Efficient Media for the Synthesis of <i>β</i>-Nitro Styrenes from <i>α</i>, <i>β</i>-Unsaturated Carboxylic Acids and Metal Nitrates under Conventional and Non-Conventional Conditions

“…The yields of major products are compiled in Tables 1-3. The products were characterized by IR, 1H-NMR, Mass spectra and physical data with authentic samples and found to agree well with earlier reports [26][27][28]. Here we used simple mortar and pestle for grinding purpose to complete the reaction [28].…”

“…The products were characterized by IR, 1H-NMR, Mass spectra and physical data with authentic samples and found to agree well with earlier reports [26][27][28]. Here we used simple mortar and pestle for grinding purpose to complete the reaction [28]. Grinding, milling, shearing, scratching and polishing provide mechanical impact for mechanical breakage of intramolecular bonds by external force and must be differentiated from molecular solid-state chemistry.…”

“…In another report Rao et al [27] enlightened the use of ceric ammonium nitrate (CAN) in nitro Hunsdiecker-Borodin reactions. Recently we have concentrated on developing new methodologies using non-conventional energy sources and eco-friendly materials as catalysts in organic transformations, and reported a methodology in metal ion mediated nitration of organic compounds in presence of small amount of HNO 3 under solvent free (solid state) conditions [28]. Polyethylene glycol (PEG-400) is a biologically acceptable inexpensive polymer and an ecofriendly reagent [29], which is widely used in many organic reactions for conversion of oxiranes to thiiranes [30], asymmetric aldol reactions [31], cross-coupling reactions [18], Baylis-Hillman reaction [32,33] and ring opening of epoxides [34].…”

Decarboxylative functionalization of cinnamic acids

“…However, cinnamic acids bearing electron withdrawing substitiuents could provide better yield compared to earlier metal nitrate mediated methods. 57 Zhang et al carried out the annulation of 2-alkylazaarenes with cinnamic acids via benzylic C-H olefination and decarboxylative amination processes providing synthesis of C-2 arylated indolizines, which is generally very difficult to get via direct C-2 arylation process. 60 Authors used catalytic Cu(II)-ligand system in presence of Ni-powder and LiOAc as additive for this annulations process (Scheme 48).…”

Recent advances in the synthesis of nitroolefin compounds

“…39 This reaction proceeds in the presence of a few drops of HNO 3 together with a variety of metal nitrates at room temperature. 39 This reaction proceeds in the presence of a few drops of HNO 3 together with a variety of metal nitrates at room temperature.…”