890-29-9Relevant academic research and scientific papers
Palladium-Catalyzed 2-fold C-H Activation/C-C Coupling for C4-Arylation of Indoles Using Weak Chelation
Basak, Shubhajit,Paul, Tripti,Punniyamurthy, Tharmalingam
supporting information, p. 554 - 558 (2022/01/20)
Palladium-catalyzed weak chelation-assisted regioselective C4-arylation of indoles has been accomplished using a readily available arene at moderate temperature. The C4-arylation, weak chelating benzoyl (Bz) directing group, cross-dehydrogenative coupling (CDC), broad substrate scope, and late-stage diversifications are the important practical features.
Synthesis of 3-acylindoles: via copper-mediated oxidative decarbethoxylation of ethyl arylacetates
Jaiswal, Anjali,Sharma, Anup Kumar,Singh, Krishna Nand
supporting information, p. 1623 - 1628 (2020/03/06)
An efficient regioselective C-3 acylation of free indoles (N-H) has been accomplished via oxidative decarbethoxylation of easily available ethyl arylacetates using Cu(OAc)2 and KOtBu in DMSO.
Decarboxylative acylation of: N -free indoles enabled by a catalytic amount of copper catalyst and liquid-assisted grinding
Yu, Jingbo,Zhang, Chao,Yang, Xinjie,Su, Weike
supporting information, p. 4446 - 4451 (2019/05/16)
A facile decarboxylative acylation of N-free indoles with α-ketonates via liquid-assisted grinding was reported. The reaction requires only a catalytic amount of Cu(OAc)2·H2O in combination with O2 as the terminal oxidant to give various 3-acylindoles with high efficiency. Additionally, this new methodology was applicable to a gram-scale synthesis.
Synthesis of 3-aroylindoles as intermediates of cannabimimetics and elucidation of their physicochemical properties
Araki, Koji,Makino, Kosho,Tabata, Hidetsugu,Nakayama, Hiroshi,Zaitsu, Kei,Oshitari, Tetsuta,Natsugari, Hideaki,Takahashi, Hideyo
, p. 910 - 920 (2018/06/07)
In order to synthesize the intermediates of cannabimimetics, the benzoylation of indoles with 2'/3'/4'-substituted benzoyl chloride in the presence of Et2AlCl was examined. Among the products, we found that the1H NMR spectra of 3-(2'-substitute
A novel microwave-irradiated solvent-free 3-acylation of indoles on alumina
Lai, Qiu Yu,Liao, Rong Su,Wu, Shao Yong,Zhang, Jia Xin,Duan, Xin Hong
, p. 4069 - 4076 (2013/12/04)
A simple and efficient 3-acylation of indoles under microwave-heated and solvent-free conditions is developed. This general procedure uses neutral Al2O3 as a new, green and reusable catalyst giving good to high yields within short reaction times. Utilizing such an environmentally- benign methodology, a variety of indoles bearing electron-releasing or electron-withdrawing groups were conveniently acylated.
Temperature-dependent product selectivity in the Vilsmeier-Haack reaction on bis(phenylhydrazones) of bis(aroylmethyl) sulfides (=1,1'-[thiobis(methylene) ]bis[arylmethanone] bis(2-phenylhydrazones)): Synthesis of 3-aroylindoles (=aryl(1H-indol-3-yl)methanones)
Paul, Nidhin,Muthusubramanian, Shanmugam
, p. 452 - 457 (2013/05/22)
The bis(phenylhydrazone) of substituted diphenacyl sulfides (=1,1'-[thiobis(methylene)]bis[arylmethanone] bis(2-phenylhydrazones)) 1 underwent a tandem sequence of reactions upon treatment with Vilsmeier reagent, ultimately yielding 3-aroylindoles (=aryl(1H-indol-3-yl)methanones) 3 (Scheme 1 and Table 1). The reaction seems to be product selective depending upon the reaction temperature. Copyright
Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles
Jiang, Tao-Shan,Wang, Guan-Wu
supporting information, p. 788 - 791 (2013/03/29)
An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)2/2,2′-bipyridine system and with d-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.
Mild and selective Ru-catalyzed formylation and Fe-catalyzed acylation of free (N-H) indoles using anilines as the carbonyl source
Wu, Wenliang,Su, Weiping
supporting information; experimental part, p. 11924 - 11927 (2011/09/19)
C3-selective formylation and acylation of free (N-H) indoles under mild conditions can be achieved by using Ru- and Fe-catalyzed oxidative coupling of free (N-H) indoles with anilines, respectively. Both processes are operationally simple, compatible with a variety of functional groups and generally provide the desired products in good yields. 13C-labeling experiments unambiguously established that the carbonylic carbon in the formylation products originated from methyl group of N-methyl aniline.
NOVEL HETEROARYL DERIVATIVE
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, (2008/06/13)
A compound of the following formula (1), or its prodrug or pharmaceutically acceptable salt thereof, being useful as a diabetic medicine or preventive, or blood sugar regulator, or therapeutic agent for hyperlipemia, etc. wherein the ring Z is an optionally substituted heteroaryl, W4 is a single bond, lower alkylene, etc., Ar2 is an optionally substituted aryl, etc., W3 is a single bond, lower alkylene, etc., Ar1 is an optionally substituted arylene, etc., each of W1 and W2 is an optionally substituted lower alkylene, etc., and R1 is carboxyl, an alkoxycarbonyl.
Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles
Katritzky, Alan R.,Suzuki, Kazuyuki,Singh, Sandeep K.,He, Hai-Ying
, p. 5720 - 5723 (2007/10/03)
Reactions of pyrrole (2) or 1-methylpyrrole (4) with readily available N-acylbenzotriazoles 1a - g (RCOBt, where R = 4-tolyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-furyl, 2-pyridyl, 2-indolyl, or 2-pyrrolyl) in the presence of TiCl4 produced 2
