Access to Indole‐Fused Benzannulated Medium‐Sized Rings through a Gold(I)‐Catalyzed Cascade Cyclization of Azido‐Alkynes

Autor:	A. Stephen K. Hashmi, Rikito Suzuki, Norihito Arichi, Shinya Oishi, Tomohiro Iwai, Hiroaki Ohno, Shinsuke Inuki, Luca C. Greiner, Masaya Sawamura
Rok vydání:	2021
Předmět:	Indole test Indoles Ligand Aryl Organic Chemistry General Chemistry Ring (chemistry) Combinatorial chemistry Chemical space Catalysis chemistry.chemical_compound chemistry Cyclization Alkynes Humans Gold Carbene
Zdroj:	Chemistry – A European Journal. 27:12921-12921
ISSN:	1521-3765 0947-6539
DOI:	10.1002/chem.202102558
Popis:	Because benzannulated and indole-fused medium-sized rings are found in many bioactive compounds, combining these fragments might lead to unexplored areas of biologically relevant and uncovered chemical space. Herein is shown that α-imino gold carbene chemistry can play an important role in solving the difficulty in the formation of medium-sized rings. Namely, phenylene-tethered azido-alkynes undergo arylative cyclization through the formation of a gold carbene intermediate to afford benzannulated indole-fused medium-sized tetracycles. The reactions allow a range of different aryl substitution patterns and efficient access to these otherwise difficult-to-obtain medium-sized rings. This study also demonstrates the feasibility of the semihollow-shaped C-dtbm ligand for the construction of a nine-membered ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::edd6576fca6db99fa03a193018cd0ff9 https://doi.org/10.1002/chem.202102558 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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