50870-56-9

Upstream product

• 930-68-7 cyclohexenone 
• 75-52-5 nitromethane 

Downstream Products

• 196790-44-0 (1S,3R)-3-nitromethylcyclohexanol 
• 116650-26-1 3-hydroxycyclohexylmethylamine 
• 69814-26-2 3-oxocyclohexanecarbaldehyde 
• 118699-44-8 C₂₂H₂₃FN₂O₄S 
• 107290-38-0 2-Methyl-5-(N'-phenyl-hydrazino)-1,4,6,7,8,8a-hexahydro-2H-isoquinolin-3-one 
• 107290-37-9 N-(2-Methyl-1,2,3,4,6,7,8,8a-octahydro-isoquinolin-5-yl)-N'-phenyl-hydrazine 
• 107290-44-8 3-(N-chloroacetyl-N-methylaminomethyl)-cyclohexan-1-one 
• 7143-13-7 spiro<(3-aminomethylcyclohexane)-1,2'-dioxolane> 

Relevant academic research and scientific papers

Activity of amino-functionalised mesoporous solid bases in microwave-assisted condensation reactions

Aminopropylated functionalised hexagonal mesoporous silicas (HMS) and SBA-15 materials with different amino-loadings (5-30 wt.% NH2)were synthesized, characterised and their catalytic activitieswere subsequently investigated in the microwave-assisted Knoevenagel condensation of cyclohexanone and ethyl cyanoacetate as well as in the Michael reaction between 2-cyclohexen-1-one and nitromethane. The effects of the quantity of the catalyst in the reaction as well as a variety of microwave parameters including the power, temperature and time of microwave irradiation were optimised. High activities and selectivities to the condensation product could be achieved at short times of microwave irradiation for both base-catalysed processes. The low loaded HMS-5%NH2 and higher loaded SBA-15-20%NH2 were found to give the best activities in the reactions. This observation seems to be related to the significant deterioration observed in textural properties of HMS materials at amino-loadings larger than 10%.

Silica-supported imines as mild, efficient base catalysts

Imine grafted silicas are found to be mild and effective base catalysts for Knoevenagel and Michael reactions.

Chiral Vicinal Diamines Derived from Mefloquine

Novel 1,2-diamines based on the mefloquine scaffold prepared in enantiomerically pure forms resemble 9-amino-Cinchona alkaloids. Most effectively, 11-aminomefloquine with an erythro configuration was obtained by conversion of 11-alcohol into azide and hydrogenation. Alkylation of a secondary amine unit was needed to arrive at diastereomeric threo-11-aminomefloquine and to introduce diversity. Most of the substitution reactions of the hydroxyl group to azido group proceeded with net retention of the configuration and involved actual aziridine or plausible aziridinium ion intermediates. Enantiomerically pure products were obtained by the resolution of either the initial mefloquine or one of the final products. The evaluation of the efficacy of the obtained vicinal diamines in enantioselective transformations proved that erythro-11-aminomefloquine is an effective catalyst in the asymmetric Michael addition of nitromethane to cyclohexanone (up to 96.5:3.5 er) surpassing epi-aminoquinine in terms of selectivity.

A simple synthesis of 3,3-difluoro-cyclohexyl-methylamine method

The invention discloses a method for simply synthesizing 3, 3-difluorocyclohexylmethylamine. The key points of the technical scheme of the invention are as follows: the method for simply synthesizing 3, 3-difluorocyclohexylmethylamine comprises the follow

A kind of T-leucine derivative of the chiral amine compound and its preparation method and application

The invention discloses a tertiary leucine derived chiral amine compound as well as a preparation method and application thereof. The chiral amine compound contains a tert-butyl group, a primary amine, a secondary amine or a tertiary amine functional group and has the structural formula as shown in the specification; and chiral amine and salts thereof are prepared through simple preparation steps by taking common tert-leucine as the raw material to form the chiral amine compound. The chiral amine and the salts thereof can be used for the asymmetrical Michael additive reaction between alpha, beta-unsaturated ketone and a nucleophilic reagent such as nitrocarbol, malonic ester, substituted oxazolone and the like and the asymmetrical cascade reaction between the alpha, beta-unsaturated ketone and fifth-position unsaturated rhodanine, between fifth-position unsaturated hydantoin and the alpha, beta-unsaturated ketone; and the tertiary leucine derived chiral amine compound has very high catalytic activity and stereoselectivity as well as the highest diastereoselectivity of 30/1 and the highest enantioselectivity of 99%, and is wide in oligomer range.

Cooperative catalysis with block copolymer micelles: A combinatorial approach

A rapid approach to identifying complementary catalytic groups using combinations of functional polymers is presented. Amphiphilic polymers with "clickable" hydrophobic blocks were used to create a library of functional polymers, each bearing a single functionality. The polymers were combined in water, yielding mixed micelles. As the functional groups were colocalized in the hydrophobic microphase, they could act cooperatively, giving rise to new modes of catalysis. The multipolymer "clumps" were screened for catalytic activity, both in the presence and absence of metal ions. A number of catalyst candidates were identified across a wide range of model reaction types. One of the catalytic systems discovered was used to perform a number of preparative-scale syntheses. Our approach provides easy access to a range of enzyme-inspired cooperative catalysts.

Solvent-free Michael addition of 2-cyclohexenone under ultrasonic irradiation in the presence of long chain dicationic ammonium salts

Long chain dicationic ammonium salts (1a-1c), easily prepared from tert-amines and dihaloalkanes, were successfully used as efficient phase-transfer catalysts in the Michael addition reaction of various active methylene compounds to 2-cyclohexenone withou

Synthesis, characterization, and catalytic reactivity of a highly basic macrotricyclic aminopyridine

The synthesis methods, physicochemical and structural characteristics, and catalytic reactivity of new macrocyclic proton chelators, N,N′,N″- tris(p-tolyl)azacalix[3](2,6)(4-pyrrolidinopyridine) and N,N′,N″- tris(p-tolyl)azacalix[3](2,6)(4-piperidinopyridine), are studied. The introduction of pyrrolidino and piperidino groups into the pyridine unit enables the enhancement of the synergistic proton affinity of the cavity of the macrotricycle giving a high basicity (pKBH+ = 28.1 and 27.1 in CD3CN), resulting in a catalytic activity for the Michael addition of nitromethane with α,β-unsaturated carbonyl compounds.

Simple Cyclohexanediamine-Derived Primary Amine Thiourea Catalyzed Highly Enantioselective Conjugate Addition of Nitroalkanes to Enones

A highly enantioselective conjugate addition of nitroalkanes to enones has been developed. The process Is efficiently catalyzed by a simple chiral cyclohexanediamine-derived primary amine thiourea with a broad substrate scope.

Asymmetric conjugate addition of nitroalkanes to enones with a chiral α-aminophosphonate catalyst

Chiral diethyl (2R)-tetrahydropyrro-2-ylphosphonate is an effective catalyst for the Michael addition of nitroalkanes to α,β-unsaturated ketones. This study revealed that the hydrate salt of this α-aminophosphonate was found to be a better catalytic speci