1467-39-6Relevant articles and documents
A novel one-pot synthesis of flavones
Chang, Meng-Yang,Tsai, Min-Chen,Lin, Chun-Yi
, p. 11655 - 11662 (2021/03/31)
In this paper, a one-pot facile route for the BiCl3/RuCl3-mediated synthesis of functionalized flavones is described, including: (i) intermolecularortho-acylation of substituted phenols with cinnamoyl chlorides, and (ii) intramolecular cyclodehydrogenation of the resultingo-hydroxychalcones. The reaction conditions are discussed herein.
Oxygen as single oxidant for two steps: Base-free one-pot Pd(ii)-catalyzed alcohol oxidation & arylation to halogen-intact β-aryl α,β-enones
Vellakkaran, Mari,Andappan, Murugaiah M. S.,Nagaiah, Kommu
, p. 45490 - 45494 (2014/12/10)
Using oxygen as the sole oxidant for two steps, we developed a new method to synthesize β-aryl α,β-enones by fine-tuning the Pd(ii)-catalyzed oxidation of allyl alcohol to subsequent arylation with arylboronic acids, arylboronic ester and aryltrifluoroborate salt. This one-pot green method does not require copper salt, base, and intermediate isolation. Halogen-bearing chalcones, dibenzylideneacetones and arylalkyl enones were synthesized in good yields. This journal is
Bi(OTf)3-catalyzed tandem Meyer-Schuster rearrangement and 1,4-addition to the resulting vinyl ketone
Okamoto, Noriko,Sueda, Takuya,Yanada, Reiko
, p. 9854 - 9859 (2015/01/16)
Bi(OTf)3-catalyzed Meyer-Schuster rearrangement of electron-rich propargyl alcohols, followed by 1,4-addition of the resulting vinyl ketone, proceeded smoothly though Meyer-Schuster rearrangement of primary propargyl alcohols is rare. This tandem reaction can be extended to an intramolecular version, featuring a one-pot dihydroquinolone synthesis. (Chemical Equation Presented).
Rhodium-catalyzed tandem annulation and (5 + 1) cycloaddition: 3-hydroxy-1,4-enyne as the 5-carbon component
Li, Xiaoxun,Song, Wangze,Tang, Weiping
supporting information, p. 16797 - 16800 (2013/12/04)
A Rh-catalyzed tandem annulation and (5 + 1) cycloaddition was realized. 3-Hydroxy-1,4-enyne served as the new 5-carbon component for the (5 + 1) cycloaddition. Substituted carbazoles, dibenzofurans, and tricyclic compounds containing a cyclohexadienone moiety could be prepared efficiently. The identification of a byproduct suggests that metal carbene and ketene intermediates may be involved in the (5 + 1) cycloaddition.
3,6-bis(triphenylphosphonium) cyclohexene peroxodisulfate as an efficient and mild oxidizing agent for conversion of alkylbenzenes to corresponding carbonyl compounds
Badri, Rashid,Soleymani, Mousa
, p. 2385 - 2389 (2007/10/03)
Oxidation of a series of alkylbenzenes by BTPCP under neutral conditions to corresponding carbonyl compounds is described.
Synthesis and cyclization of 1-(2-hydroxyphenyl)-2-propen-1-one epoxides: 3-Hydroxychromanones and -flavanones versus 2-(1-hydroxyalkyl)-3-coumaranones
Patonay, Tamas,Levai, Albert,Nemes, Csaba,Timar, Tibor,Toth, Gabor,Adam, Waldemar
, p. 5375 - 5383 (2007/10/03)
Competitive α and β cyclization of 2'-hydroxychalcone epoxides affords 2-(α-hydroxybenzyl)-3-coumaranone and/or 3-hydroxyflavanones, which depends on the conditions employed. Epoxidation of 2'-hydroxychalcones by dimethyldioxirane followed by either base- or acid-catalyzed ring closure provides a novel, general, and efficient method for the synthesis of trans-3-hydroxyflavanones, which includes also the naturally occurring derivatives. Extension of this two-step procedure to 1-(2-hydroxyphenyl)-2-alken-1-ones was also accomplished. A strong preference for α cyclization was observed in the case of β-unsubstituted or -monoalkylated α,β-enones, while both 2,2-dimethyl-3-hydroxychromanones and 2-(1-hydroxy-1-methylethyl)-3-coumaranones were obtained from the β,β-dimethylated substrates.
A novel oxidative intramolecular [4+2]cycloaddition of silylene-protected dihydroxystyrene derivatives leading to peri-hydroxy polyclic aromatic compounds: A synthesis of the ABCD ring system of fredericamycin A
Kita,Okunaka,Honda,Kondo,Tamura,Tamura
, p. 2106 - 2114 (2007/10/02)
Heating of the silylene protected dihydroxystyrene generated from the o-hydroxyacetophenone (3a) at 130-150°C for 15-48 h in a sealed tube gave intramolecular [4+2]cycloaddition products (5 and 6). The addition of chloranil to the reaction mixture brought
A NOVEL INTRAMOLECULAR CYCLOADDITION OF SILYENE PROTECTING DIHYDROXYSTYRENE DERIVATIVES: A VERSATILE SYNTHESIS OF LINEARLY CONDENSED PERI-HYDROXY AROMATIC COMPOUNDS
Kita, Yasuyuki,Okunaka, Ryuichi,Honda, Takao,Shindo, Miki,Tamura, Osamu
, p. 3995 - 3998 (2007/10/02)
The firts example of an intramolecular cycloaddition of the silylene protecting dihydroxystyrene derivatives leading to linearly condensed peri-hydroxy aromatic compounds (6a-c) is desribed.
