954-89-2Relevant academic research and scientific papers
One-Pot Transfer Hydrogenation Reductive Amination of Aldehydes and Ketones by Iridium Complexes “on Water”
Ouyang, Lu,Xia, Yanping,Liao, Jianhua,Luo, Renshi
, p. 6387 - 6391 (2020/09/11)
An efficient and practical one-pot transfer hydrogenation reductive amination of aldehydes and ketones with amines has been developed by using iridium complexes as catalysts and formic acid as hydrogen source in aqueous solution, providing an environmentally friendly methodology for the construction of a wide range of functionalized amine compounds in excellent yields (≈ 80 %-95 %). This effective methodology can be scaled up to gram scale with 0.1 mol-% catalyst loading and also be employed in the synthesis of medical substances such as Meclizine.
HMPA-Catalyzed One-Pot Multistep Hydrogenation Method for the Synthesis of 1,2,3-Trisubstituted Indolines
Zhu,Liang,Gong,Pu,Wang,Wang,Zhou,Sun
, p. 452 - 456 (2017/12/27)
A convenient and facile method was developed for the synthesis of 1,2,3-trisubstituted indolines. Starting from indole derivatives and ketones/aldehydes, the corresponding indoline products could be obtained with high yield by the hexamethylphosphoramide (HMPA) catalyzed indole Friedel-Crafts reaction, reduction and direct reductive amination process.
Access to C5-Alkylated Indolines/Indoles via Michael-Type Friedel-Crafts Alkylation Using Aryl-Nitroolefins
Ertugrul, Berrak,Kilic, Haydar,Lafzi, Farrokh,Saracoglu, Nurullah
, p. 9018 - 9038 (2018/06/27)
A straightforward synthetic route toward C5-alkylated indolines/indoles has been developed. The strategy is composed of Zn(OTf)2-catalyzed Friedel-Crafts alkylation of N-benzylindolines with nitroolefins, and a series of diverse indolines was first obtained in up to 99% yield. This reaction provides a direct and practical route to a variety of the C5-alkylated indolines which were also utilized for accessing corresponding indoles. Indoline derivatives with free NH groups could be obtained through an N-deprotection reaction. Moreover, the primary alkyl nitro groups in both indolines and indoles are amenable to further synthetic elaborations, thereby broadening the diversity of the products.
Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles
Maier, Alexander F. G.,Tussing, Sebastian,Schneider, Tobias,Fl?rke, Ulrich,Qu, Zheng -Wang,Grimme, Stefan,Paradies, Jan
, p. 12219 - 12223 (2016/10/13)
An acceptorless dehydrogenation of heterocycles catalyzed by frustrated Lewis pairs (FLPs) was developed. Oxidation with concomitant liberation of molecular hydrogen proceeded in high to excellent yields for N-protected indolines as well as four other substrate classes. The mechanism of this unprecedented FLP-catalyzed reaction was investigated by mechanistic studies, characterization of reaction intermediates by NMR spectroscopy and X-ray crystal analysis, and by quantum-mechanical calculations. Hydrogen liberation from the ammonium hydridoborate intermediate is the rate-determining step of the oxidation. The addition of a weaker Lewis acid as a hydride shuttle increased the reaction rate by a factor of 2.28 through a second catalytic cycle.
Indolyl derivatives as liver-X-receptor (LXR) modulators
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Page/Page column 22, (2008/06/13)
The invention relates to compounds of formula (I): and pharmaceutically acceptable salts and pharmaceutically acceptable esters thereof, wherein R1, R2, R3, R4, R5, R6, A, m, n and p are defined as in claim 1. These compounds can be used as pharmaceutical compositions for the treatment of, for example, diabetes.
Zn2+ montmorillonite catalyzed 3-aza-Cope rearrangement under microwave irradiation
Yadav,Reddy, B.V. Subba,Rasheed, M. Abdul,Kumar, H. M. Sampath
, p. 487 - 488 (2007/10/03)
N-Allylanilines undergo 3-aza-Cope rearrangement in the presence of Zn2+ montmorillonite under microwave irradiation in the absence of solvent to afford indoline derivatives in high yields. Similarly arylallyl thioethers are rearranged to dihydrobenzothiophenes.
