26211-80-3Relevant academic research and scientific papers
Lithium-Promoted Cycloaddition of Indole-2,3-dienolates and Carbon Disulfide as a One-Pot Route to Thiopyrano[4,3- b]indole-3(5 H)-thiones
Suzdalev, Konstantin F.,Vyalyh, Julia V.,Tkachev, Valery V.,Lysenko, Ekaterina A.,Burov, Oleg N.,Lisovin, Anton V.,Kletskii, Mikhail E.,Kurbatov, Sergey V.
, p. 11698 - 11707 (2021/08/24)
A new approach for the annulation of a thiopyrane ring to an indole core under mild conditions was developed. Treating 2-methyl-3-acylindoles with lithium diisopropyl amide leads to the elimination of a proton from the 2-methyl group. The lithium indole-2,3-dienolates obtained were found to react with CS2 to give the corresponding thiopyrano[4,3-b]indole-3(5H)-thiones. The mechanism represents a stepwise addition through ion-pair formation, according to PCM/B3LYP/6-311++G**, PBE1PBE/6-311++G**, and MP2//HF/6-311++G*? quantum chemical calculations. AIM calculations revealed the essential role of the Li atom at all stages of the process.
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.
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.
Regioselective Friedel-Crafts acylation of indoles catalysed by zinc oxide in an ionic liquid
Zhang, Li-Rong,Yi, Feng-Ping,Zou, Jian-Zhong,Zhang, Xuan,Wang, Zhen
, p. 600 - 602,3 (2020/09/16)
A facile method for the regioselective Friedel-Crafts acylation of indoles with acyl chlorides catalysed by zinc oxide in an ionic liquid medium has been developed. The corresponding 3-acylindoles were obtained in good to high yields under mild reaction conditions. Zinc oxide, which is easily available and requires no special handling procedures, is an efficient catalyst for acylation of indoles.
Selenium Heterocycles. XXXIII (1). Synthesis of Thienofuran, Selenofuran, Thienoindole and Selenoindole. Four Heterocycles
Shafiee, A.,Sattari, S.
, p. 227 - 231 (2007/10/02)
Starting from the readily available 2-methyl-3-benzoylfuran, 1-phenylthienofuran and 1-phenylselenofuran were prepared.Also, starting from phenyl 3-methyindol-2-yl ketone and aryl 2-methylindole-3-yl ketones a series of substituted thieno3,
In pursuit of non narcotic analgetic and antiinflammatory agents. 1 carboxyalkyl 3 acylindoles
Allais,Meier,Mathieu,et al.
, p. 187 - 199 (2007/10/08)
The synthesis and study of different carboxyalcoyl 1 acyl 3 indoles has led to molecules endowed with analgesic properties associated with an anti inflammatory action of variable importance. In particular carboxymethyl 1 p chlorobenzoyl 3 methoxy 6 indole (RU 3959) has a strong analgesic activity and a remarkable tolerance which have been confirmed in clinical trials.
