101671-01-6Relevant articles and documents
1,4-Conjugate addition of the Reformatsky reagent to α-nitrostyrenes: A new synthesis of γ-nitroesters
Menicagli, Rita,Samaritani, Simona
, p. 1425 - 1432 (1996)
α-Nitrostyrenes react with the Reformatsky reagent to yield the corresponding 1,4-addition products. The reaction represents a practical and convenient route to ethyl 3-aryl-4-nitrobutanoates.
Catalytic activity of aminopropyl xerogels in the selective synthesis of (E)-nitrostyrenes from nitroalkanes and aromatic aldehydes
Sartori,Bigi,Maggi,Sartorio,Macquarrie,Lenarda,Storaro,Coluccia,Martra
, p. 410 - 418 (2004)
Various aminopropyl-functionalized silicas (APS) were prepared by the sol-gel technique using different tetraethyl orthosilicate/ aminopropyltriethoxysilane (TEOS/ATS) ratios and tested as base catalysts for the nitroaldol reaction. The solids were fully characterized. It was proved that the amount of organic component strongly influences the composition and textural properties of the hybrid organic-inorganic materials. In particular, when ATS was increased to more than 40%, pore volume collapse was observed and a significant decrease in interaction with benzaldehyde reagent was revealed by FT-IR. Catalytic activity in the nitroaldol reaction was correlated with chemical composition and textural properties, suggesting that the catalyst efficiency depends on accessibility to the catalytic sites. In all cases, (E)-nitrostyrene was selectively obtained.
Enantioselective Sequential-Flow Synthesis of Baclofen Precursor via Asymmetric 1,4-Addition and Chemoselective Hydrogenation on Platinum/Carbon/Calcium Phosphate Composites
Furiya, Yuichi,Ishitani, Haruro,Kobayashi, Shu
, (2020)
Continuous-flow synthesis of baclofen precursor (2) was achieved using achiral and chiral heterogeneous catalysts in high yield with high enantioselectivity. The key steps are chiral calcium-catalyzed asymmetric 1,4-addition of a malonate to a nitroalkene and chemoselective reduction of a nitro compound to the corresponding amino compound by using molecular hydrogen. A dimethylpolysilane (DMPS)-modified platinum catalyst supported on activated carbon (AC) and calcium phosphate (CP) has been developed that has remarkable activity for the selective hydrogenation of nitro compounds.
Hyperbranched polyamines: Tunable catalysts for the Henry reaction
Ganesan, Subramaniapillai Selva,Ganesan, Asaithampi,Kothandapani, Jagatheeswaran
, p. 1847 - 1850 (2014)
Hyperbranched polyethylenimine derivatives were successfully employed as catalyst in the Henry reaction. The nitroalcohol products were obtained in excellent yields within short reaction times. A one-pot synthesis of β-nitrostyrenes was developed by using ZnCl2 along with hyperbranched polyethylenimine derivatives. Georg Thieme Verlag Stuttgart New York.
An efficient synthesis of conjugated nitro-olefins using ceric ammonium nitrate
Sridhar Rao,Srinivas,Suresh Babu,Madhusudana Rao
, p. 8141 - 8143 (2005)
An efficient method for the synthesis of conjugated nitro-olefins from α,β-unsaturated acids under extremely mild conditions using ceric ammonium nitrate (CAN) at room temperature in acetonitrile in moderate to good yields is described.
Morpholine adsorbed on silica gel: A novel and mild basic catalyst for the synthesis of α,β-unsaturated nitroalkenes
Bandgar, Babasaheb P.,Uppalla, Lav S.,Sadavarte, Vaibhav S.
, p. 949 - 952 (2000)
Syntheses of α,β-unsaturated nitroalkenes have been carried out under mild condition using morpholine adsorbed on silica gel as a novel catalyst.
Formation of 2,6-Bis(4-chlorophenyl)-5,6-dihydro-2H-1,3,4-oxadiazine-4-oxide by an Intramolecular Amino/Nitro Dehydration
Taylor, Edward C.,Liu, Bin,Wang, Wei
, p. 4750 - 4752 (2000)
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Metal-free Synthesis of β-Nitrostyrenes via DDQ-Catalyzed Nitration
Min, Sun-Joon,Park, Sangwoon,Yoon, Seungri
, p. 525 - 528 (2021/02/22)
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Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles
Pirola, Margherita,Faverio, Chiara,Orlandi, Manuel,Benaglia, Maurizio
supporting information, p. 10247 - 10250 (2021/06/18)
A metal-free, mild and chemodivergent transformation involving nitroalkanes has been developed. Under optimized reaction conditions, in the presence of trichlorosilane and a tertiary amine, aliphatic nitroalkanes were selectively converted into amines or nitriles. Furthermore, when chiral β-substituted nitro compounds were reacted, the stereochemical integrity of the stereocenter was maintained and α-functionalized nitriles were obtained with no loss of enantiomeric excess. The methodology was successfully applied to the synthesis of chiral β-cyano esters, α-aryl alkylnitriles, and TBS-protected cyanohydrins, including direct precursors of four active pharmaceutical ingredients (ibuprofen, tembamide, aegeline and denopamine).
