52602-27-4Relevant academic research and scientific papers
TEMPO-mediated late stage photochemical hydroxylation of biaryl sulfonium salts
Atodiresei, Iuliana L.,Liang, Wenjing,Patureau, Frederic W.,Yu, Congjun,Zhao, Yue
, p. 2846 - 2849 (2022/03/09)
The late stage photochemical hydroxylation of biaryl sulfonium salts was enabled with a TEMPO derivative as a simple oxygen source, in metal free conditions. The scope and mechanism of this exceptionally simple synthetic method, which constructs important arylated phenols from aromatic C-H bonds, are herein discussed.
Asymmetric oxidative coupling of hydroxycarbazoles: Facile synthesis of (+)-bi-2-hydroxy-3-methylcarbazole
Sako, Makoto,Sugizaki, Akimasa,Takizawa, Shinobu
supporting information, p. 2751 - 2753 (2018/03/05)
Asymmetric oxidative coupling reactions of hydroxycarbazoles have been established using a chiral dinuclear vanadium complex. To demonstrate the utility of vanadium-catalyzed reactions, we have used them to synthesize (+)-bi-2-hydroxy-3-carbazole in three steps from cyclohexanone and commercially available aniline derivatives.
REGIOSPECIFIC C-9 SUBSTITUTION OF ELLIPTICINE DERIVATIVES
Langendoen, Albert,Plug, Johannes P. M.,Koomen, Gerrit-Jan,Pandit, Upendra K.
, p. 1759 - 1762 (2007/10/02)
6-Methylellipticine (6) undergoes acylation at the C(9)-position, under Friedel Crafts reaction conditions.The C(9)-formyl compound (8) rearranges to the corresponding hydroxy derivative (9) upon treatment with hydrogen peroxide, in methanol, in the presence of sulphuric acid.The two steps provide a convenient procedure for the specific C(9)-hydroxylation of the ellipticine template.
A NEW APPROACH TO C-9 HYDROXYLATION OF N(6)-SUBSTITUTED ELLIPTICINE
Langendoen, Albert,Koomen, Gerrit-Jan,Pandit, Upendra K.
, p. 91 - 94 (2007/10/02)
6-Methylellipticine is converted to the corresponding 9-hydroxy derivative via a reaction sequence involving selective C-9 formylation followed by a Baeyer-Villiger rearrangement.
Flash Vacuum Pyrolysis of 5-(Indol-2- and -3-ylmethylene)-2,2-dimethyl-1,3-dioxane-4,6-diones
Benzies, David W. M.,Fresneda, Pilar Martinez,Jones, R. Alan,McNab, Hamish
, p. 1651 - 1654 (2007/10/02)
Flash vacuum pyrolysis of 5-(indol-2- and -3-ylmethylene)-2,2-dimethyl-1,3-dioxane-4,6-diones results in the initial formation of indolylmethyleneketenes, which generally either lose carbon monoxide to produce ethynylindoles or undergo -sigmatropic shifts, followed by electrocyclic rearrangements, to yield carbazolols or benzindol-5(1H)-one. 5-(Indol-2-ylmethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione and the 3-methylindol-2-yl derivative both yield 3H-pyrroloindol-3-ones via a -sigmatropic rearrangement of the initially formed ketene.
