487-51-4Relevant articles and documents
Palladium-Catalyzed Tandem γ-Arylation/Aromatization of Cyclohex-2-En-1-One Derivatives: A Route to 3,4-Dihydroanthracen-1(2H)-Ones
Feng, Chen-Guo,Fu, Jian-Guo,Lin, Guo-Qiang,Song, Yi-Kang,Xu, Si-Yu,Zhang, Shu-Sheng
supporting information, p. 3001 - 3005 (2021/05/07)
An intramolecular palladium-catalyzed tandem γ-arylation/aromatization reaction of cyclohex-2-en-1-one derivatives was developed. This work provides a simple and efficient approach for the construction of substituted 3,4-dihydroanthracen-1(2H)-ones in good yields with a broad substrate scope. (Figure presented.).
Total synthesis of (±)-Scrodentoid A
Lv, Shao-Dong,Tian, Tian,Zhang, Liu-Qiang,Xu, Si-Yu,Zhao, Dong-Hai,Wang, Jun-Jie,Fu, Jian-Guo,Li, Yi-Ming,Feng, Chen-Guo
, (2019/11/26)
An efficient total synthesis of scrodentoid A was accomplished starting from a Hagemann's ester and a substituted (2-bromoethyl)benzene. Key reactions in this synthesis include C-alkylation of the Hagemann's ester, 6-endo-Trig cationic cyclization of an enone and Lewis acid promoted isomerization of a cis-fused ketone.
High-yielding synthesis of Nefopam analogues (functionalized benzoxazocines) by sequential one-pot cascade operations
Ramachary, Dhevalapally B.,Narayana, Vidadala V.,Prasad, M. Shiva,Ramakumar, Kinthada
body text, p. 3372 - 3378 (2010/01/06)
An efficient amine-/ruthenium-catalyzed three-step process for the synthesis of Nefopam analogues was achieved through combinations of cascade enamine amination/iso-aromatization/allylation and diene or enyne metathesis as key steps starting from functionalized Hagemann's esters. In this communication, we discovered the application of ruthenium-catalysis on olefins containing free amines without in situ formation of salts.
Organocatalytic cascade reactions based on push-pull dienamine platform: Synthesis of highly substituted anilines
Ramachary, Dhevalapally B.,Ramakumar, Kinthada,Narayana, Vidadala V.
, p. 1458 - 1463 (2007/10/03)
(Chemical Equation Presented) A practical and novel one-pot organocatalytic selective process for the cascade synthesis of highly substituted o-hydroxydiary lamines and o-pyrrolidin-1-yldiarylamines is reported. Direct combination of amine-catalyzed cascade Knoevenagel/Michael/aldol condensation/decarboxylation and cascade enamine amination/isoaromatization of alkyl acetoacetates, aldehydes, and nitrosoarenes furnished the highly functionalized anilines with high yields.
Oxidative deprotection of oximes using pyridinium fluorochromate and hydrogen peroxide
Ganguly,Sukai,De,De
, p. 1607 - 1612 (2007/10/03)
A simple convenient procedure of oxidative deoximation has been developed using pyridinium fluorochromate (PFC), in combination with 30% hydrogen peroxide. The method has been found to be effective for a wide range of aliphatic and aromatic oximes, and may be used for selective cleavage of aldoximes in the presence of ketoximes.
Aromatization of Cyclohexenones with Iodine/sodium alkoxide. A Regioselective synthesis of 2-Iodophenols
Hegde, Shridhar G.,Kassim, Amude M.,Ingrum, April I.
, p. 8395 - 8398 (2007/10/02)
Aromatizations of a wide variety of easily accessible 2-cyclohexenone-4-carboxylates with iodine and sodium ethoxide give the corresponding 2-iodophenols in good yield and high regioselectivity.
The Preparation of Ethyl and Isopropyl Dienol Ethers and Dienol Pivalate Esters from Hagemann's Ester and its t-Butyl Analouge, and the Reactions of the Derived Ester Dienolates with Electrophiles
Baker, Murray V.,Ghitgas, Christine,Haynes, Richard K.,Hilliker, Audrey E.,Lynch, Gregory J.,et al.
, p. 2037 - 2058 (2007/10/02)
The preparation of ethyl 4-ethoxy-2-methylcyclohexa-1,3-diene-1-carboxylate, ethyl 4-isopropoxy-2-methylcyclohexa-1,3-diene-1-carboxylate, t-butyl 4-isopropoxy-2-methylcyclohexa-1,3-diene-1-carboxylate, ethyl 4-(t-butylcarbonyloxy)-2-methylcyclohexa-1,3-diene-1-carboxylate, and t-butyl 4-(t-butylcarbonyloxy)-2-methylcyclohexa-1,3-diene-1-carboxylate from Hagemann's ester and its t-butyl analogue in the presence of diethyl or diisopropyl sulfates and sodium hydride in dimethyl sulfoxide, or pivaloyl chloride and N,N,N',N'-tetramethylethylenediamine in tetrahydrofuran is described.The foregoing dienol ethers and esters are smoothly deprotonated by lithium diisopropylamide in tetrahydrofuran at -78 deg C to give corresponding ester dienolates, which react regiospecifically with a number of electrophiles, either α or γ to the alkoxycarbonyl group of the dienol ether or ester.A number of the products, which are generally obtained in good yields, have been hydrolysed to Hagemann's ester dirvatives substituted exclusively at C 1.
