| Autor: |
Tsybulin, Semyon V., Kaplanskiy, Mark V., Antonov, Alexander S. |
| Předmět: |
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| Zdroj: |
Chemistry - A European Journal; 2/16/2024, Vol. 30 Issue 10, p1-10, 10p |
| Abstrakt: |
A simple and effective organolithium approach to the synthesis of 2‐substituted benzo[cd]indoles from peri‐dihalonaphthalenes and nitriles has been developed. The reaction proceeds via a surprisingly easy intramolecular aromatic nucleophilic substitution facilitated by the "clothespin effect". The discovered transformation provides good isolated yields, allows usage of an extensive range of nitriles, and demonstrates a good substituents tolerance. UV‐absorption and NMR spectra of the obtained benzo[cd]indoles and their protonated forms demonstrated exclusive protonation to the indole nitrogen atom even in the presence of two NMe2 groups in positions 5 and 6 (i. e. "proton sponge" moiety). [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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