1352822-01-5Relevant academic research and scientific papers
Diastereoselective Synthesis of Tetrahydrospiro[carbazole-1,3′-indolines] via an InBr3-Catalyzed Domino Diels-Alder Reaction
Wang, Daqian,Sun, Jing,Liu, Ru-Zhang,Wang, Yang,Yan, Chao-Guo
, p. 5616 - 5629 (2021)
A simple InBr3-catalyzed domino reaction of indoles, phenylacetylenes, and various 3-methyleneoxindolines in toluene is described. This reaction not only provided a convenient synthetic protocol for polysubstituted tetrahydrospiro[carbazole-1,3′-indolines] in good yields but also gave completely different diastereoisomers of the tetrahydrospiro[carbazole-1,3′-indolines] to that of the previously reported TfOH-catalyzed one-pot reaction of indoles, acetophenones, and 3-methyleneoxindolines. Additionally, the InBr3-catalyzed reaction of the initially prepared 1,1′-bis(indolyl)phenylethanes with 3-phenacylideneoxindolines also gave the corresponding tetrahydrospiro[carbazole-1,3′-indolines] in good yields and with excellent diastereoselectivity. The reaction mechanism involved the sequential in situ generation of reactive dienophilic 3-alkenylindole, the Diels-Alder reaction, and the Lewis acid controlled diastereoisomerization process.
An efficient one pot conversion of alkynes to bis(indolyl) and bis(pyrrolyl)alkanes in aqueous ethanol
Maiti, Gourhari,Kayal, Utpal,Karmakar, Rajiv,Bhattacharya, Rudraksha N.
, p. 122 - 128 (2013/02/25)
Mercury (II) chloride efficiently catalyzes the reaction between indoles /pyrrole and substituted phenyl acetylenes to furnish bis(indolyl)alkane and bis(pyrrolyl)alkane in good to excellent yields under room temperature and moderate reaction time. The re
Rhenium-catalyzed regiodivergent addition of indoles to terminal alkynes
Xia, Dexin,Wang, Yin,Du, Zhenting,Zheng, Qi-Yu,Wang, Congyang
supporting information; experimental part, p. 588 - 591 (2012/03/09)
An efficient rhenium-catalyzed site-switchable addition of indoles to terminal alkynes is described. A variety of bisindolylalkane derivatives are expeditiously synthesized in high yields with excellent regioselectivity. Preliminary mechanistic study shed
