26821-93-2Relevant articles and documents
Transition-Metal-Free Synthesis of 1,2-Disubstituted Indoles
Chesnokov, Gleb A.,Ageshina, Alexandra A.,Topchiy, Maxim A.,Nechaev, Mikhail S.,Asachenko, Andrey F.
, p. 4844 - 4854 (2019/08/01)
Herein, we report a new transition-metal-free robust and cost-effective method for synthesis of 1,2-disubstituted indoles from easily available unactivated (i.e. without EWG, PPh3 or SiR3 groups) tertiary amides. Scope of synthetic applicability of the presented protocol was shown on 23 examples of 1,2-disubstituted indoles with different substitution patterns obtained in good to excellent yields. The reported method turned out to be especially effective for synthesis of N-arylated 2-CF3-indoles. Moreover, this approach can be performed in a one-pot two-step manner directly from commercially available secondary amines. Mechanistic studies showed that acyl transfer might be an important step in the course of the reaction. Viability of the presented approach for benzofurans and benzothiophenes synthesis was also discussed.
Palladium-catalyzed carbonylation of indoles for synthesis of indol-3-yl aryl ketones
Zhao, Mi-Na,Ran, Longfei,Chen, Ming,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 1210 - 1213 (2015/02/19)
A novel palladium-catalyzed carbonylation of indoles with CO and aromatic boronic acids for the synthesis of indol-3-yl aryl ketones was developed. The reaction tolerates a wide range of functional groups and gives a variety of valuable indol-3-yl aryl ketones in high yields under mild conditions. (Chemical Presented).
Palladium-copper-cocatalyzed intramolecular oxidative coupling: An efficient and atom-economical strategy for the synthesis of 3-acylindoles
Xia, Xiao-Feng,Zhang, Lu-Lu,Song, Xian-Rong,Niu, Yan-Ning,Liu, Xue-Yuan,Liang, Yong-Min
supporting information, p. 1410 - 1412 (2013/02/25)
A new and efficient catalytic approach to the synthesis of 3-acylindoles under Pd-Cu-cocatalyzed oxidative conditions is demonstrated. tert-Butyl hydroperoxide (TBHP) acts not only as the oxidant, but also as an oxygen source in the approach. The process allows quick and atom-economical assembly of 3-acylindoles from readily available starting materials and tolerates a broad range of functional groups.