Pd-Catalyzed Dearomatization of Indole Derivatives via Intermolecular Heck Reactions?
Pd-catalyzed intermolecular dearomative Heck reaction of indoles with aryl iodides is described. The challenges on both reactivity and regioselectivity are addressed by the judicious regulation of the geometric and electronic properties of the substrates. An array of indoline derivatives bearing C2-quaternary center is obtained in good to excellent yields (up to 93%) with exclusive regioselectivity under operationally simple conditions. The mechanistic proposal is supported by detailed DFT calculations.
Yang, Ping,Xu, Ren-Qi,Zheng, Chao,You, Shu-Li
supporting information
p. 235 - 241
(2020/01/28)
Ruthenium-catalyzed synthesis of indoles from anilines and epoxides
A general synthetic route to indoles from readily available anilines and epoxides by using ruthenium catalysis is described. This straightforward transformation allows a variety of indoles to be obtained in good yields by using [Ru3(CO)12]/1,1-bis(diphenylphosphino)ferrocene as the catalytic system. Water and hydrogen are formed as the only stoichiometric by-products, making this process highly atom efficient.
Comparison of performance between benzoindoline and indoline dyes in zinc oxide dye-sensitized solar cell
The cell performance of novel benzoindoline dyes on zinc oxide prepared by template cathode electro-deposition method was compared with that of known indoline dyes. Among cyanoacrylic, single and double rhodanine acetic acid derivatives, the cyanoacrylic
N-Heterocyclization of naphthylamines with 1,2- And 1,3-Diols catalyzed by an iridium Chloride/BINAP system
Benzoquinoline derivatives were successfully synthesized by iridium-catalyzed N-heterocyclization of naphthylamines with diols. For instance, the reaction of 1-naphthylamine with 1,3-propanediol catalyzed by IrCl3 combined with BINAP as a ligand produced 7,8-benzoquinoline in quantitative yield. The VV-heterocyclization reaction was found to be markedly influenced by the ligands employed. Benzoindoles were also synthesized by the same strategy from napthylamines with 1,2-diols. A reaction mechanism for the N-heterocyclization of naphthylamines with 1,3-diols by IrCl3 was proposed.
Aramoto, Hiroomi,Obora, Yasushi,Ishii, Yasutaka
scheme or table
p. 628 - 633
(2009/06/28)
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