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Synthesis 2018; 50(15): 2981-2989
DOI: 10.1055/s-0037-1609444
DOI: 10.1055/s-0037-1609444
special topic
Photoinduced Cross-Coupling of Amines with 1,2-Diiodobenzene and Its Application in the Synthesis of Carbazoles
We are grateful for the financial support from China NSFC (Nos. 21372055, 21472030 and 21672047) and SKLUWRE (No. 2018DX02).Further Information
Publication History
Received: 09 February 2018
Accepted after revision: 13 March 2018
Publication Date:
08 May 2018 (online)
![](https://www.thieme-connect.de/media/synthesis/201815/lookinside/thumbnails/ss-2018-c0084-st_10-1055_s-0037-1609444-1.jpg)
Published as part of the Special Topic Modern Radical Methods and their Strategic Applications in Synthesis
Abstract
A facile and efficient process for the preparation of various tertiary aminobenzenes and carbazole derivatives via photoinduced cross-coupling of amines with 1,2-diiodobenzene is reported. Mechanistic investigations indicate that the transformation proceeds via nucleophilic addition of an amine to the benzyne intermediate accompanied with a proton transfer process, followed by an oxidative cyclization of the generated diphenylamine to furnish the corresponding carbazole products.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609444.
- Supporting Information
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