Convenient Synthesis of 6,7,12,13-Tetrahydro-5H-Cyclohepta[2,1-b:3,4-b’]diindole Derivatives Mediated by Hypervalent Iodine (III) Reagent
| Autor: | Chunhao Yang, Lei Peng, Xiaofei Zhang |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
cyclohepta[2
1-b:3 4-b’]diindole Organic Chemistry Hypervalent molecule Pharmaceutical Science Ring (chemistry) Condensation reaction Cycloheptanone Combinatorial chemistry Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry chemistry Chemistry (miscellaneous) Fischer indole synthesis Intramolecular force Reagent Drug Discovery Molecular Medicine Oxidative coupling of methane Physical and Theoretical Chemistry intramolecular oxidative coupling phenyliodine(III)bis(trifluoroacetate) |
| Zdroj: | Molecules, Vol 24, Iss 5, p 960 (2019) Molecules Volume 24 Issue 5 |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/molecules24050960 |
| Popis: | Bisindolyl alkaloids represent a large family of natural and synthetic products that display various biological activities. Among the bisindole compounds, 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b&rsquo ]diindoles have received little attention. Only two methods have been developed for the construction of the 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b&rsquo ]diindole scaffold thus far, including the classical Fischer indole synthesis conducted by reacting indole-fused cycloheptanone and hydrazines, and the condensation reaction to build the seven-membered ring. Here, we report for the first time a new route to synthesize 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b&rsquo ]diindoles through intramolecular oxidative coupling of 1,3-di(1H-indol-3-yl)propanes in the presence of PIFA, DDQ and TMSCl with moderate to excellent yields. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
| Nepřihlášeným uživatelům se plný text nezobrazuje | K zobrazení výsledku je třeba se přihlásit. |