130826-20-9Relevant academic research and scientific papers
Condensation of Indoline with Some 1,2- and 1,3-Diketones
Kilic, Haydar,Aydin, Omer,Bayindir, Sinan,Saracoglu, Nurullah
, p. 2096 - 2101 (2016)
Bismuth nitrate catalyzed condensation reactions of indoline with 1,2- and 1,3-diketones were investigated and were reported to proceed via different reaction pathways with the involvement of one or two of the carbonyl groups. While the reaction of indoli
An Expeditious Benzannulation Reaction of Indol-3-yl-but-3-yn-2-ols to Substituted 2-Iodocarbazoles via Domino 5-endo Spirocyclization/Selective Vinyl Shift and Aromatization
Yaragorla, Srinivasarao,Dada, Ravikrishna,Bag, Debojyoti
supporting information, p. 6983 - 6988 (2019/11/13)
Regioselective benzannulation reaction of indol-3-yl-but-3-yn-2-ols to functionaly embellished 2-iodocarbazoles is described for the first time using iodine at room temperature in an open flask. This reaction proceeds through a cascade of 5-endo spirocyclization, ring-rearrangement through a vinyl shift, and aromatization in a short time. This protocol offers direct access to uncovered 2-iodocarbazoles, with a broad substrate scope and good to moderate yields. Further, we have demonstrated the synthetic potential of these compounds using cross-coupling reactions.
Br?nsted Acid-Catalyzed Tandem Pinacol-Type Rearrangement for the Synthesis of α-(3-Indolyl) Ketones by Using α-Hydroxy Aldehydes
Kundu, Samrat,Banerjee, Ankush,Maji, Modhu Sudan
, p. 16003 - 16012 (2019/12/25)
A Br?nsted acid-catalyzed pinacol-type rearrangement pathway is reported here to synthesize various substituted α-(3-indolyl) ketones by employing unprotected indoles and α-hydroxy aldehydes as coupling partners. Utilization of economic and readily available Br?nsted acid catalyst and use of simple starting precursors exemplify the economic viability of this method. Under this developed protocol, selective migration of aryl over alkyl or a second aryl group is observed depending upon the migratory aptitude of the substituents. Applicability of this method was further demonstrated by synthesizing highly substituted carbazoles through a simple extension of this method to one-pot cascade annulation strategy.
Facile synthesis of indolelactones using Mn(III)-based oxidative substitution-cyclization reaction
Inoue, Takeshi,Nishino, Hiroshi
, p. 431 - 450 (2019/07/31)
Based on the oxidation of indole with Mn(OAc)3 in the presence of 1,1-diarylethenes affording 3-vinyl-substituted indoles, a similar oxidation using indole-2-carboxylic acids was evaluated in order to effectively introduce the substituent group to the C-3 position of the indolecarboxylic acids. The coupling reaction followed by oxidative cyclization smoothly proceeded at room temperature in an AcOH-HCO2H mixed solvent to give the desired indolelactones in high yields. The reaction details, the structure determination of the products and a brief reaction mechanism are described.
Br2-Catalyzed regioselective dehydrative coupling of indoles with acyloins: Direct synthesis of α-(3-indolyl) ketones
Liang, Deqiang,Li, Xiangguang,Li, Yanni,Yang, Yungang,Gao, Shulin,Cheng, Ping
, p. 29020 - 29025 (2017/07/03)
An efficient Br2-catalyzed synthesis of α-(3-indolyl) ketones via dehydrative coupling of simple indoles with acyloins is presented. This reaction proceeded with high C-3 selectivity and a wide substrate scope, and without any metal catalyst. B
