94353-40-9Relevant articles and documents
Rhodium-Catalyzed Annulative Coupling Using Vinylene Carbonate as an Oxidizing Acetylene Surrogate
Ghosh, Koushik,Nishii, Yuji,Miura, Masahiro
, p. 11455 - 11460 (2019/12/02)
Transition-metal-catalyzed C-H activation and subsequent oxidative cyclization with alkynes has been a powerful tool for the synthesis of polycyclic aromatic compounds. Despite the substantial progress in this field, it is still a significant challenge to establish synthetic methodologies for the construction of nonsubstituted vinylene-fused aromatics. We herein report a Rh(III)-catalyzed C-H/N-H annulation with vinylene carbonate as an acetylene surrogate. Vinylene carbonate also acts as an internal oxidant to regenerate the Rh(III) species in situ; thus, no external oxidant is required to trigger the oxidative annulation. This protocol is applicable to the direct synthesis of various N-heteroaromatics.
Lewis Acid and Fluoroalcohol Mediated Nucleophilic Addition to the C2 Position of Indoles
Morimoto, Naoki,Morioku, Kumika,Suzuki, Hideyuki,Takeuchi, Yasuo,Nishina, Yuta
supporting information, p. 2020 - 2023 (2016/06/01)
Indole readily undergoes nucleophilic substitution at the C3 site, and many indole derivatives have been functionalized using this property. Indole also forms indolium, which allows electrophilic addition in acidic conditions, but current examples have been limited to intramolecular reactions. C2 site-selective nucleophilic addition to indole derivatives using fluoroalcohol and a Lewis acid was developed.
192. Synthese von 2,3-unsubstituierten, N-acylierten Indolen durch sigmatrope-Umlagerung von O-Vinyl-N-phenylhydroxylaminderivaten
Martin, Pierre
, p. 1647 - 1649 (2007/10/02)
Treatment of N-phenylhydroxamic acids with vinylacetate in the presence of Li2PdCl4 affords 2,3-unsubstituted N-acylindoles via hetero-Cope-rearrangement of the intermediate N-phenyl-O-vinylhydroxylamine derivatives.
