701-58-6Relevant academic research and scientific papers
Metal-free syntheses of new azocinesviaaddition reactions of enaminones with acenaphthoquinone followed by oxidative cleavages of the corresponding vicinal diols
Arimitsu, Satoru,Genta, Kojya,Mohammadizadeh, Mohammad Reza,Mousavi, S. Hekmat,Poorsadeghi, Samira,Saberi, Dariush
, p. 20552 - 20557 (2020/06/22)
A one-pot, clean and green procedure is described for the syntheses of new azocine derivativesviaaddition reactions of enaminones with acenaphthoquinone followed by periodic acid-mediated oxidative cleavages of the corresponding vicinal diols. Various derivatives of azocine were prepared and well characterized. The excellent yields, simple synthesis procedure, lack of a need to carry out any tedious work-up and column chromatography, metal-free catalysis, and mild reaction conditions are important features of this protocol.
Efficient atom economical one-pot multicomponent synthesis of densely functionalized 4H-chromene derivatives
Boominathan, Muthusamy,Nagaraj, Muthupandi,Muthusubramanian, Shanmugam,Krishnakumar, Rajaputi Venkatraman
scheme or table, p. 6057 - 6064 (2011/08/22)
A sequential one-pot, atom economical three component reaction yielding medicinally promising ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-5-oxo-5,6,7, 8-tetrahydro-4H-chromene-4-carboxylate derivatives (4a-f) through a tandem Michael addition-cyclization reaction starting with structurally diverse cyclohexane-1,3-dione, diethyl acetylene dicarboxylate, and malononitrile has been carried out in different organic bases under solvent free condition for the optimization of maximum yield. All the formed 4H-chromenes were characterized by spectral and X-ray methods.
Partially saturated indeno[1,2-b]indole derivatives via deoxygenation of heterocyclic α-hydroxy-N,O-hemiaminals
Hemmerling, Hans-Joerg,Reiss, Guido
experimental part, p. 985 - 999 (2009/12/01)
A series of 3-aminocyclohex-2-enones were reacted with indane-1,2,3-trione monohydrate (ninhydrin) yielding 4b,9b-dihydroxyindeno[ 1,2-b]indoles that were deoxygenated to indeno[1,2-b]indoles. Georg Thieme Verlag Stuttgart.
New potential biologically active compounds: Design and an efficient synthesis of N-substituted 4-aryl-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-diones under microwave irradiation
Tu, Shujiang,Zhu, Xiaotong,Zhang, Jinpeng,Xu, Jianing,Zhang, Yan,Wang, Qian,Jia, Runhong,Jiang, Bo,Zhang, Junyong,Yao, Changsheng
, p. 2925 - 2928 (2008/09/21)
A series of N-substituted 4-aryl-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-diones were synthesized through a rapid one-pot four-component reaction under microwave irradiation. The method has the advantages of excellent yields (82-96%) and short reaction time
An efficient microwave assisted solvent-free general route to cyclic enaminones
Chanda, Kaushik,Dutta, Milan Chandra,Vishwakarma
, p. 2475 - 2477 (2007/10/03)
1,3-Cyclohexanedione and dimedone have been reacted with primary amines in domestic microwave oven to give cyclic enaminones 2a-h in very good to excellent yields.
Rigid core vinamidinium salts and their N,N′-rotamers
Ostercamp, Daryl L.,Dinh, Yen,Graff, David,Wiles, Sarah
, p. 3099 - 3105 (2007/10/03)
The power of proton magnetic resonance spectroscopy to unravel stereochemical details is amply demonstrated. O-Methylation of 3-methylamino-5,5-dimethyl-2-cylohexen-1-one (1a) produces stable diastereomers, (Z)- and (E)-N-(3-methoxy-5,5-dimethyl-2-cyclohexen-1-ylidine)-N-methylaminium iodide (2a). As predicted by computation and confirmed by spectroscopy, the (Z)-vinylogous imidate salt predominates. Reaction of 2a with primary and secondary amines furnished a number of vinamidinium salts, including N-(3-methylamino-5,5-dimethyl-2-cyclohexen-1-ylidene)-N-methylaminium iodide (3a). Two rotamers of 3a were identified and characterized. A substantial number of additional compounds 2 and 3 are included in the study.
Peculiarities of formation of decahydroacridine-1,8-diones on the basis of 1,3-dioxocyclohexane compounds in various media
Nikolaeva,Shchekotikhin,Ponomarev,Kriven'ko
, p. 403 - 409 (2007/10/03)
The conditions for the formation of N-substituted decahydroacridine-1,8-diones from α-R-methylenebiscyclohexane-1,3-diones and 5,5-dimethyl-3-(N-methylamino)-2-cyclohexen-1-one in ethanol, isopropanol, and DMSO have been studied. Methods have been develop
Rearrangements in enaminones
Hanaee, Jalal
, p. 446 - 447 (2007/10/02)
The reaction of enaminone 4 with phenylisothiocyanate gives the unexpected enaminone 5 which on reaction with methylisothiocyanate gives back the enaminone 4.A suitable mechanism for these rearrangements has been presented.
OXIDATIVE CYCLIZATION OF 3-ANILINO-CYCLOHEX-2-ENONES TO TETRAHYDROCARBAZOLES
Schaefer, Hans J.,Ellenberg, Wolf
, p. 979 - 985 (2007/10/02)
3-Anilino-cyclohex-2-enones 1a-1c are prepared from anilines and 5,5-dimethyl-1,3-cyclohexanedione.Anodic oxidation of 1a affords the p-benzoquinone monoimine dimethyl acetal 4, that is cyclized with CF3CO2H to the tetrahydrocarbazole 6.Lead tetraacetate
Reactions Between Enaminones and Enones. Part 2. Alkylation of Enaminones with Acrylic Esters
Greenhill, John V.,Moten, M. Ashraf,Hanke, Reiner
, p. 287 - 290 (2007/10/02)
The anion of 3-amino-5,5-dimethylcyclohex-2-enone (1) reacts with ethyl acrylate to give the product of C- or N-alkylation, depending on the conditions.With methyl methacrylate or methyl crotonate, the major product results from N-alkylation, but this rea
