15884-58-9Relevant academic research and scientific papers
Synthesis of divergent benzo[b]fluorenones through cycloaromatization reactions of 1,5-enynols and 1,5-diynols
Yan, Bingyu,Fu, Yang,Zhu, Hui,Chen, Zhiyuan
, p. 4246 - 4262 (2019/03/26)
A facile and efficient synthesis of divergent benzo[b]fluorenones is described through the use of dichlorobenzoquinone-promoted oxidative cycloaromatization reactions of acyclic 1,5-enynols and 1,5-diynols. The success of these cascade reactions depends on the chemoselectivity of the initial Meyer-Schuster rearrangement to produce allenol intermediate, which is followed by regioselective Schmittel cyclization and the subsequent Friedal-Crafts alkylation or radical attack at the terminal Ar moiety. Only an oxidant and a solvent were required in the reaction, thus delivering a small library of the expected polycarbocyclic products with excellent functional group tolerance under metal-free conditions. The absorption and photoluminescence properties of the selected benzo[b] fluorenones were also investigated. The results indicated that the compound (2h) which contained an electron-donating 4-OMe group at the phenyl moiety displayed deep green color emission (491 nm).
DDQ-Mediated Oxidative Radical Cycloisomerization of 1,5-Diynols: Regioselective Synthesis of Benzo[b]fluorenones under Metal-Free Conditions
Zhu, Hui,Chen, Zhiyuan
supporting information, p. 488 - 491 (2016/02/18)
A regio- and chemoselective oxidative cycloisomerization reaction of acyclic 1,5-diynols has been developed. The reaction proceeds under metal-free reaction conditions with high efficiency and broad functional group tolerance, which offers a general and straightforward access to benzo[b]fluorenones under metal-free conditions. The preliminary mechanistic studies revealed the possible involvement of a Meyer-Schuster rearrangement combined with an oxidative radical cyclization.
Preparing method for benzo [b] fluorenone series compounds
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Paragraph 0026; 0027; 0028, (2016/11/09)
The invention relates to a preparing method for benzo [b] fluorenone series compounds. The method includes the steps that 1,1-diaryl-3-(2( p-methylphenyl ethynyl) phenyl)-2-allylene-1-ol is used as a reaction substrate and is directly subjected to an intr
Diels-alder reaction of 1,3-diarylbenzo[ c ]furans with thiophene S,S -dioxide/indenone derivatives: A facile preparation of substituted dibenzothiophene S,S-dioxides and fluorenones
Nandakumar, Meganathan,Karunakaran, Jayachandran,Mohanakrishnan, Arasambattu K.
supporting information, p. 3068 - 3071 (2014/06/23)
One pot syntheses of substituted dibenzothiophene S,S-dioxides and fluorenones were successfully achieved by Diels-Alder reaction of benzo[c]furans with thiophene S,S-dioxides and indenones, respectively. Photophysical properties of representative seven- and nine-membered dibenzothiophene S,S-dioxide acenes were also reported.
Reaction of indanocyclone with 3,4,3′,4′-tetradehydrobiphenyl(bisbenzyne)
Mallakpour,Gharehdaghi
, p. 465 - 469 (2007/10/03)
Diphenyl-4,4′-bis-diazonium-3,3′-dicarboxylate has been prepared from diazotization reaction of 3,3′-dicarboxy-4,4′-diaminobiphenyl 4 with isoamylnitrite under aprotic conditions. Thermal decomposition in situ of this diazonium salt in 1,1,2-trichloroethane as a solvent yields 3,4,3′,4′-tetradehydrobiphenyl 5 as a reactive intermediate. This reactive intermediate has been trapped with indanocyclone via a [4+2] Diels-Alder cycloaddition reaction. Three isomeric products are formed after loss of carbon monoxide which have been isolated by praparitive TLC. Although these novel polycyclic aromatic hydrocarbons (PAH's) have similar (IR, 1H NMR, mass) spectra and elemental analysis, but they have different Rf values. Three different structures have been proposed for these novel compounds.
