Cyanation Of Aldehydes Research Articles

Enantioselective catalytic radical decarbonylative azidation and cyanation of aldehydes.

Empowered by the ubiquity of carbonyl functional groups in organic compounds, decarbonylative functionalization was prevalent in the construction of complex molecules. Under this context, asymmetric decarbonylative functionalization has emerged as an efficient pathway to accessing chiral motifs. However, ablation of enantiomeric control in a conventional 2e transition metal-catalyzed process was notable because of harsh conditions (high temperatures, etc.) that are usually required. To address this challenge and use readily accessible aldehyde directly, we report the asymmetric radical decarbonylative azidation and cyanation. Diverse aldehydes were directly used as alkyl radical precursor, engaging in the subsequent inner-sphere or outer-sphere ligand transfer where functional motifs (CN and N3) could be incorporated in excellent site- and enantioselectivity. Mild conditions, broad scope, excellent regioselectivity (driven by polarity-matching strategy), and enantioselectivity were shown for both transformations. This radical decarbonylative strategy using aldehydes as alkyl radical precursor has offered a powerful reaction manifold in asymmetric radical transformations to construct functional motifs regio- and stereoselectively.

Oxidative Cyanation of Aldehydes on Se,S,N-Doped Porous Carbon Nanosheets

Oxidative Cyanation of Aldehydes on Se,S,N-Doped Porous Carbon Nanosheets

Rapid ecosynthesis of TiO2@CuO@Chromite nanocatalyst for environmentally friendly applications: solventless cyanation of aldehydes and high efficient treatment of sewage waters

BackgroundDue to the large surface area of green-synthesized TiO2@CuO@Chromite nanocatalysts (NCs) and accumulations of bioactive phytochemicals on its surface, it was used for an efficient and safe synthesis of nitriles and also an environmentally friendly process of water treatment. For the first time, a rapid, economic, one-pot, solventless and safe protocol is presented for ecosynthesis of TiO2@CuO@Chromite nanocatalysts (NCs) to efficient, ligand-free and solventless synthesis of aromatic nitriles through the cyanation of aldehydes at room temperature. Furthermore, the eco-NCs were used as a potent adsorbent for physical and biological treatment of sewage waters collected around the natural and residential area of northern parts of the Soran city in Iraq at room temperature.ResultsThe structural elucidation of the NCs using the SEM (scanning electron microscopy), Cross-sectional EDS (electron dispersive spectroscopy), elemental mapping analysis, XRD (X-ray diffractions) and BET (Brunauer–Emmett–Teller) for detection of specific surface area of eco-NCs confirmed the formation of NCs with a large surface area. Application of green TiO2@CuO@Chromite NCs in solventless synthesis of aromatic nitriles shows high efficiency, time saving, economical aspect and ecofriendly and safe methodology. Also, the treatment process of sewage waters monitored using UV–Vis double beam spectrophotometer, optical microscopy and antibiogram tests demonstrated an efficient ability for the eco-NCs in physical and biological treatment of sewage samples.ConclusionsThe NCs employed in both ligand and solventless highly efficient and safe synthesis of aromatic nitriles through the cyanation of aldehydes at room temperature demonstrated the production of aryl nitriles in very good-to-excellent yields. This protocol indicated a green alternative to the existing methods since the reaction proceeds in solventless medium in the absence of any ligand and organic solvent with simple work-up procedure, low temperature, higher yield and shorter reaction time. Further, it was used in the physical and biological treatment of the real samples of sewage waters collected around the natural and residential area of northern parts of Iraq at room temperature, which shows a very good treatment ability in this process.

A Comparison of Me2(CH2Cl)SiCN and Me3SiCN in Catalytic Enantioselective Cyanation of Aldehydes

A Comparison of Me₂(CH₂Cl)SiCN and Me₃SiCN in Catalytic Enantioselective Cyanation of Aldehydes

Chiral MOF Catalyst for Asymmetric Cyanation of Aldehydes

Chiral MOF Catalyst for Asymmetric Cyanation of Aldehydes

ChemInform Abstract: An Efficient Titanium Catalyst for Enantioselective Cyanation of Aldehydes: Cooperative Catalysis

ChemInform Abstract: An Efficient Titanium Catalyst for Enantioselective Cyanation of Aldehydes: Cooperative Catalysis

ChemInform Abstract: Zr(O-tBu)4 as a New Promoter for the Meerwein-Ponndorf-Verley Alkynylation and Cyanation of Aldehydes.

ChemInform Abstract: Zr(O-tBu)4 as a New Promoter for the Meerwein-Ponndorf-Verley Alkynylation and Cyanation of Aldehydes.

LiBF4-Catalyzed three-component coupling of an aldehyde, acetic anhydride and allyltrimethylsilane/TMSCN

Lithium tetrafluoroborate is found to be an efficient catalyst for allylation and cyanation of aldehydes with allyltrimethylsilane and trimethylsilyl cyanide in the presence of acetic anhydride at room temperature to produce homoallylic acetates and α-cyano acetates in excellent yields. A solution of 10mol% of LiBF4 in acetonitrile provides a convenient reaction medium to carry out allylation and cyanation reactions under very mild and neutral conditions.

Cyanation of Aldehydes Catalyzed by a Multicomponent Titanium Complex

Cyanation of Aldehydes Catalyzed by a Multicomponent Titanium Complex

Dual Lewis Acid-Lewis Base Activation in Enantioselective Cyanation of Aldehydes

Dual Lewis Acid-Lewis Base Activation in Enantioselective Cyanation of Aldehydes

Zr(OBu t) 4 As an effective promoter for the Meerwein–Ponndorf–Verley alkynylation and cyanation of aldehydes: development of new asymmetric cyanohydrin synthesis

Zr(OBu t ) 4 Can serve as an effective promoter for the Meerwein–Ponndorf–Verley alkynylation of aldehydes and also facilitate MPV type cyanide transfer to aldehyde carbonyls with commercially available acetone cyanohydrin under mild conditions. Based on this finding, a new procedure for asymmetric cyanohydrin synthesis has been developed employing (4 R,5 R)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanol (TADDOL, 6) as a chiral ligand. For instance, sequential treatment of CH 2Cl 2 solution of 6 (1 equiv.) with Zr(OBu t ) 4 (1 equiv.) and acetone cyanohydrin (2 equiv.) at room temperature for 1 h, and subsequent reaction with 3-phenylpropanal at −40°C for 7.5 h resulted in formation of the corresponding cyanohydrin 5g [R=Ph(CH 2) 2] in 63% isolated yield with 85% ee. The scope and limitations of this method have been clarified with various aldehydes as substrates.

Zr(OBu t )4as a New Promoter for the Meerwein-Ponndorf-Verley Alkynylation and Cyanation of Aldehydes

Zr(OBu^<i>t</i>)₄as a New Promoter for the Meerwein-Ponndorf-Verley Alkynylation and Cyanation of Aldehydes