228412-76-8Relevant articles and documents
Enantioselective formal [4+2] cycloadditions to 3-nitroindoles by trienamine catalysis: Synthesis of chiral dihydrocarbazoles
Li, Yang,Tur, Fernando,Nielsen, Rune Pagh,Jiang, Hao,Jensen, Frank,J?rgensen, Karl Anker
, p. 1020 - 1024 (2016)
The first enantioselective formal [4+2] cycloadditions of 3-nitroindoles are presented. By using 3-nitroindoles in combination with an organocatalyst, chiral dihydrocarbazole scaffolds are formed in moderate to good yields (up to 87 %) and enantioselectivities (up to 97 % ee). The reaction was extended to include enantioselective [4+2] cycloadditions of 3-nitrobenzothiophene. The reaction proceeds through a [4+2] cycloaddition/elimination cascade under mild reaction conditions. Furthermore, a diastereoselective reduction of an enantioenriched cycloadduct is presented. The mechanism of the reaction is discussed based on experimental and computational studies. A formal event: Enantioselective formal [4+2] cycloadditions of 3-nitroindoles in the presence of an organocatalyst are presented. Chiral dihydrocarbazole scaffolds are formed in moderate to good yields. The reaction also proceeds with 3-nitrobenzothiophene. The mechanism of the reaction is discussed based on experimental and computational studies.
Phosphine-catalyzed dearomative [3+2] annulation of 3-nitroindoles and allenoates
Liu, Kui,Wang, Gang,Cheng, Shao-Jie,Jiang, Wen-Feng,He, Cheng,Ye, Zhi-Shi
supporting information, p. 1885 - 1890 (2019/06/21)
The efficient phosphine-catalyzed dearomative [3+2] annulation of 3-nitroindoles with allenoates has been successfully developed, providing a facile access to cyclopenta[b]indolines with good to excellent yields and high diastereoselectivities. This strategy features mild reaction conditions, high functional group tolerance, and scalability. Additionally, the 2-nitrobenzofuran and 2-nitrobenzothiophene were good dearomative [3+2] annulation partners.
Palladium(0)-Catalyzed Dearomative [3 + 2] Cycloaddition of 3-Nitroindoles with Vinylcyclopropanes: An Entry to Stereodefined 2,3-Fused Cyclopentannulated Indoline Derivatives
Laugeois, Maxime,Ling, Johanne,Férard, Charlène,Michelet, Véronique,Ratovelomanana-Vidal, Virginie,Vitale, Maxime R.
supporting information, p. 2266 - 2269 (2017/05/12)
The palladium(0)-catalyzed diastereoselective dearomative cyclopentannulation of 3-nitroindoles with vinylcyclopropanes is described. This straightforward and highly atom-economical method leads to a wide range of functionalized indolines in good yields a
