Journal ArticleDOI
Synthesis of the Azocino[cd]indole Framework through Pd-Catalyzed Intramolecular Acetylene Hydroarylation
Vsevolod A. Peshkov,Sofie Van Hove,Pavel A. Donets,Olga P. Pereshivko,Kristof Van Hecke,Luc Van Meervelt,Erik V. Van der Eycken +6 more
TLDR
In this paper, a Pd-catalyzed intramolecular acetylene hydroarylation protocol was used for the synthesis of the azocino[b]indole framework.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2011-04-01. It has received 41 citations till now. The article focuses on the topics: Indole test & Intramolecular reaction.read more
Citations
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Journal ArticleDOI
Synthesis of heterocycles via transition-metal-catalyzed hydroarylation of alkynes
TL;DR: Heterocycle synthesis via TM-catalyzed hydroarylation of alkynes is surveyed, with an emphasis on the scope and limitations, as well as the underlying mechanisms.
Journal ArticleDOI
A Diversity-Oriented Approach to Spiroindolines: Post-Ugi Gold-Catalyzed Diastereoselective Domino Cyclization
Sachin G. Modha,Amit Kumar,Amit Kumar,Dipak D. Vachhani,Jeroen Jacobs,Sunil K. Sharma,Virinder S. Parmar,Luc Van Meervelt,Erik V. Van der Eycken +8 more
TL;DR: A post-Ugi gold-catalyzed domino cyclization method to generate spiroindolines, which was remarkable, as the attack on the a-position of an alkyne conjugated with an amide is rare, and trapping of the spiro intermediate by a sterically hindered tert-butyl amide was rather unexpected, as was the diastereoselectivity observed.
Journal ArticleDOI
Microwave-assisted synthesis of medium-sized heterocycles
TL;DR: The progress made in the microwave-assisted synthesis of medium-sized heterocycles with an emphasis on examples describing the use of a dedicated microwave synthesizer is illustrated.
Journal ArticleDOI
Intramolecular Larock Indole Synthesis: Preparation of 3,4-Fused Tricyclic Indoles and Total Synthesis of Fargesine
TL;DR: It was envisaged that this approach would not only expedite the total synthesis of 3,4-fused indole alkaloids but also enable the modular construction of a library of their analogues for additional medicinal chemistry studies.
Journal ArticleDOI
A concise route to indoloazocines via a sequential Ugi–gold-catalyzed intramolecular hydroarylation
TL;DR: A diversity oriented approach for the synthesis of indoloazocines is reported employing an Ugi reaction followed by a gold-catalyzed intramolecular hydroarylation.
References
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Journal ArticleDOI
Intra- and Intermolecular Reactions of Indoles with Alkynes Catalyzed by Gold
TL;DR: Indoloazocines are selectively obtained with AuCl(3) as catalyst in a rare 8-endo-dig process and allenes or tetracyclic annulated derivatives are also formed as a result of an initial fragmentation reaction.
Journal ArticleDOI
Total Synthesis of (−)-Serotobenine
Yasuaki Koizumi,Hideki Kobayashi,Toshiyuki Wakimoto,Takumi Furuta,Tohru Fukuyama,Toshiyuki Kan +5 more
TL;DR: The efficient total synthesis of (-)-serotobenine has been achieved by constructing an optically active dihydrobenzofuran ring via a rhodium carbenoid mediated intramolecular C-H insertion reaction, which was developed by the group.
Journal ArticleDOI
Efficient synthesis of the 3-benzazepine framework via intramolecular Heck reductive cyclization.
TL;DR: In this article, a microwave assisted protocol based on reductive Heck reaction was developed for regio-and stereoselective construction of the 3-benzazepine core.
Journal ArticleDOI
Highly Efficient and Stereoselective N-Vinylation of Oxiranecarboxamides and Unprecedented 8-endo-Epoxy-arene Cyclization: Expedient and Biomimetic Synthesis of Some Clausena Alkaloids
TL;DR: Following a hypothetic biomimetic pathway, both (+)-( 5R,6S)-xi-Clausenamide and (-)-(5R, 6S)-balasubramide have been efficiently synthesized for the first time through the unprecedented intramolecular 8-endo-epoxy-arene cyclization of (Z)-N-(phenylvinyl)oxiranecarboxamides.
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Subincanadines A-C, novel quaternary indole alkaloids from Aspidosperma subincanum.
Jun'ichi Kobayashi,Mitsuhiro Sekiguchi,Sayaka Shimamoto,Hideyuki Shigemori,Haruaki Ishiyama,Ayumi Ohsaki +5 more
TL;DR: Three novel quaternary indole alkaloids with an unprecedented 1-azoniatricyclo have been isolated from the barks of Aspidosperma subincanum Mart, and the structures of 1-6 and the stereochemistry of1-3 were elucidated by spectroscopic data and chemical means.