81396-48-7Relevant academic research and scientific papers
N-Heterocyclic carbene-catalyzed double acylation of enones with benzils
Takaki, Ken,Ohno, Akira,Hino, Makoto,Shitaoka, Takashi,Komeyama, Kimihiro,Yoshida, Hiroto
supporting information, p. 12285 - 12288 (2014/12/11)
Thiazolium carbene-catalyzed reaction of aromatic 1,2-diketones with enones in aprotic solvents gave double acylation products in good yields, whereas hydroacylation products formed by Stetter reaction were not detected at all. These results suggested the generation of aroyloxyenamine species from the 1,2-diketones instead of hydroxyenamines (Breslow intermediates). This journal is
Tandem reaction of 1,2-allenic ketone with α-halo ketone or α-halo ester in water: An efficient and sustainable synthesis of 1,3,4′-tricarbonyl compounds
Fan, Xuesen,He, Yan,Cui, Liangyan,Zhang, Xinying,Wang, Jianji
supporting information; experimental part, p. 3218 - 3223 (2011/12/16)
An efficient and sustainable synthesis of the otherwise difficult to obtain 1,3,4′-tricarbonyl compounds through a water mediated, TBAF·3H2O promoted unprecedented tandem reaction of 1,2-allenic ketone with α-halo ketone or α-halo ester has been developed. Remarkably enhanced reactivity and improved chemoselectivity by using water as the reaction medium was observed. The 1,3,4′-tricarbonyl compounds facilitate further versatile transformations, which underscores the importance of these products as synthetic intermediates. The Royal Society of Chemistry.
Formation of 1,4-diketones via bis-acylation of the conjugated carbon-carbon double bonds in acrylates, acrylamides, methyl vinyl ketone and styrenes with aroyl chlorides promoted by samarium metal in DMF
Liu, Yongjun,Zhang, Yongmin
, p. 8429 - 8437 (2007/10/03)
Promoted by samarium in DMF, aroyl chlorides react readily with conjugated carbon-carbon double bonds in acrylates, acrylamides, methyl vinyl ketone and styrenes in a bis-acylation manner. These reactions proceed smoothly under mild conditions without the need of pretreating or activating the metallic samarium, affording the corresponding 1,4-diketones in good to excellent yields.
Olefin-insertion reaction between the carbonyls of benzils; formation of 1,4-diketones by Michael Additon catalyzed by Cyanide Ion
Miyashita, Akira,Numata, Atsushi,Suzuki, Yumiko,Iwamoto, Ken-Ichi,Higashino, Takeo
, p. 697 - 698 (2007/10/03)
Benzils (1) react with Michael addition acceptors (2) in the presence of cyanide ion as a catalyst to give 1,4-diketones (3), which are products of ethy lene group insertion between the carhonyls of the benzils. The 1,4-diketones (3) are produced through
Conjugate Reduction of 2-Butene-1,4-diones with LiAlH4-SbCl3
Sayama, Shinsei,Inamura, Yutaka
, p. 306 - 308 (2007/10/02)
The reagent LiAlH4-SbCl3 was found to be more effective for a conjugate reduction of 2-butene-1,4-diones in comparison with the reagent LiAlH4-other metal halides.
THE SYNTHESIS AND CHEMISTRY OF AZOLENINES. PART 12. ISOLATION OF INTERMEDIATE 2-HYDROXY-3,4-DIHYDRO-2H-PYRROLES IN THE PAAL-KNORR 1H-PYRROLE SYNTHESIS.
Chiu, Pak-Kan,Sammes, Michael P.
, p. 3531 - 3538 (2007/10/02)
Treatment of 1,4-diketones with liquid ammonia gives high yields of isolable 2-hydroxy-3,4-dihydro-2H-pyrrole intermediates.These intermediates, which do not appear to have been observed previously in the Paal-Knorr synthesis with ammonia, have been fully characterized by i.r. and 1H and 13C n.m.r. spectroscopy; in most cases they decompose quantitatively into 1H-pyrroles on standing.The intermediate from hexane-2,4-dione may also be prepared using concentrated aqueous ammonia.
