15922-47-1

Upstream product

• 100-46-9 benzylamine 
• 502-42-1 cycloheptanone 

Downstream Products

• 124985-30-4 N-benzyl-N-(cyclohept-1-enyl)-Z-3-bromoacrylamide 
• 199734-93-5 1-allyl-1-N-benzylaminocycloheptane 
• 1152333-55-5 N-benzyl-2-bromo-N-(cyclohept-1-enyl)-2-methylpropionamide 
• 109240-96-2 C₂₁H₂₁NO 
• 124985-42-8 1-Benzyl-1-aza-spiro[4.6]undeca-3,6-dien-2-one 
• 454431-60-8 C₁₇H₂₃NO 
• 124985-24-6 N-benzyl-N-(cyclohept-1-enyl)-2-iodobenzamide 
• 130898-28-1 2-β-phenylsulphonylethylcycloheptanone 

Relevant academic research and scientific papers

Chemistry of functionalized benzazepines. 5 [1]. Synthesis and chemical transformation of the 1,2,4,5-tetrahydrospiro [3H-2-benzazepine-3,1'- cycloalkanes]

The synthesis of new spiro derivatives of tetrahydro-2-benzazepine was accomplished and their nitration, bromination, allylation, acetylation, formylation and oxidation reactions were studied. Nitration and bromination of 5-methyl(1-5-dimethyl)-1,2,4,5-te

Single step synthesis of 2,3-dialkyl-6-nitro-quinazolin-4(3H)-imines and 3,5-dialkyl-9-nitro-imidazo[1,2-c]quinazolin-2(3H)-ones

A single step synthesis of 2,3-dialkyl-6-nitro-quinazolin-4(3H)-imines and 3,5-dialkyl-9-nitro-imidazo-[1,2-c]-quinazolin-2(3H)-ones from simple carbonyl compounds, primary amines or amino acid methyl esters and 2-azido-5-nitro- benzonitrile was developed. Key intermediates were N,N′-disubstituted amidines obtained by rearrangement of 4,5-dihydrotriazoles; the new heterocyclic rings were formed by spontaneous intramolecular reaction of the amino and cyano groups which are present in the intermediates.

Short Total Synthesis of (±)-γ-Lycorane by a Sequential Intramolecular Acylal Cyclisation (IAC) and Intramolecular Heck Addition Reaction

An intramolecular acylal cyclisation (IAC) approach to the synthesis of a range of bicyclic heterocycles is reported. As an example of the utility of the IAC reaction, the methodology was applied in a protecting-group-free five-step total synthesis of (±)-γ-lycorane, incorporating a new intramolecular Heck addition reaction to generate the pentacyclic core structure of the natural product in good yield.

Bond rotation dynamics of N-cycloalkenyl-N-benzyl α-haloacetamide derivatives

(Chemical Equation Presented) Barriers to rotation of the N-alkenyl bond in a series of N-cycloalkenyl-N-benzyl α-haloacetamide derivatives have been measured by variable-temperature NMR experiments. The barriers range from 10 to 18 kcal/mol, depending on ring size and on substituents on the cycloalkene and the amide. The observed trends aid in the design of substituent combinations that provide resolvable enantiomers or diastereomers at ambient temperature. The compounds undergo 4-exo and 5-endo radical cyclizations at rates that may be faster or slower than the estimated rate of N-alkenyl bond rotation in the derived radicals, depending on the substituents.

An improved and stereoselective route to all-cis-2,6-disubstituted 4-hydroxypiperidines from accessible 4-substituted 4-N-benzylaminobut-1-enes

The reaction between allylmagnesium bromide and imines 5a-l leads to the corresponding 4-substituted 4-N-benzylaminobut-1-enes 6a-1, which were oxidized in a regioselective manner to the alkenylnitrones 7a-l. The intramolecular 1,3-dipolar cycloaddition of these nitrones gave 2-spiroannulated or 2-substituted 6-exo-phenyl-1-aza-7-oxabicyclo[2.2.1]heptanes 8a-j. Reductive cleavage of the N-O bond of the obtained bicycles afforded the diverse substituted 4-hydroxypiperidines 9a-h in good yields. This stereoselective approach allowed the preparation of all-cis-4-hydroxy-6-phenyl-2-nonylpiperidine (9i), a close analogue of dendrobatid frog alkaloid 241D.

Enamine Chemistry. Part 36. Alkylation of Imines of Medium-Large Ring Ketones with Electrophilic Alkenes

The alkylation of the benzylamine imines of cycloheptanone, cyclo-octanone, and cyclododecanone with acrylonitrile, methyl acrylate, methyl vinyl sulphone, phenyl vinyl ketone, and phenyl vinyl sulphone, has been studied.The course of the reaction is surp