13196-28-6Relevant articles and documents
Synthesis of 2-Phenyl-1-(2-thienyl)- and 2-Aryl-1-(2-furyl)ethanones by the SRN! Mechanism. Relative Reactivities of Enolate Ions of Ketones
Baumgartner, Maria T.,Gallego, Mariana H.,Pierini, Adriana B.
, p. 6394 - 6397 (1998)
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Keto - Enol interconversion of 2-phenylacetylthiophene
De Maria, Paolo,Fontana, Antonella,Cerichelli, Giorgio
, p. 2329 - 2334 (1997)
The equilibrium constant for keto-enol tautomerism of 2-phenylacetylthiophene (2PAT) KT = [enol]/ [ketone] has been determined as 3.55 × 10-7 (pKT 6.45) by combining rate constants for enolisation and ketonisation. The pK
An Oxidant- And Catalyst-Free Synthesis of Dibenzo[ a, c ]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1 H -indoles
Hou, Rong,Kang, Yang,Liang, Yong,Min, Xiaoyan,Wang, Tao,Zhang, Zunting
, (2021/12/13)
An efficient methodology for the synthesis of dibenzo[a,c]- carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λO = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms that the trans-4b,8a-dihydro-9H-dibenzo[a,c]carbazole intermediate could convert into cis-4b,8a-dihydro-9H-dibenzo[a,c]carbazole, which relies on the nitrogen atom of the indole ring. This is followed by intramolecular dehydrogenation which yields the dibenzo[a,c]carbazoles. 2021. Thieme. All rights reserved.
Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts
Bouquin, Maxime,Jaroschik, Florian,Taillefer, Marc
, (2021/06/11)
A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.
A copper-catalyzed insertion of sulfur dioxide: Via radical coupling
Zhang, Jun,Yang, Min,Liu, Jin-Biao,He, Fu-Sheng,Wu, Jie
supporting information, p. 3225 - 3228 (2020/03/23)
A copper-catalyzed three-component reaction of O-acyl oximes, DABCO·(SO2)2, and 2H-azirines under mild conditions has been achieved. This protocol provides an efficient route for the construction of various tetrasubstituted β-sulfonyl N-unprotected enamines in moderate to good yields with excellent stereoselectivity and regioselectivity. Notably, this method represents a rare example of 2H-azirines as useful synthons for β-functionalized N-unprotected enamines. Preliminary mechanistic studies indicate that the reaction proceeds through coupling of a sulfonyl radical and α-carbon radical via copper-catalyzed ring-opening C-C bond cleavage of O-acyl oxime and C-N bond cleavage of 2H-azirine with the insertion of sulfur dioxide.