Tandem Photocatalyst-Free Visible Light Aryl Azidation-Intramolecular C-H Amination: One-Pot Access to Carbazoles and Indoles from Areneazo-2-(2-nitro)propanes

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초록

The visible light-induced one-pot tandem photolysis of areneazo-2-(2-nitro)propanes was achieved to give carbazole and indole derivatives. The aryl azidation followed by an intramolecular C-H amination smoothly proceeded under visible light irradiation without any photocatalyst, demonstrating the synthetic versatility of areneazo-2-(2-nitro)propanes. The in situ generation of aryl azide intermediates was executed under mild visible light photolysis conditions, showcasing the synthetic versatility of areneazo-2-(2-nitro)propanes, a safe alternative of diazonium salts.

키워드

Areneazo-2-(2-nitro)propanes; Aryl Azides; Carbazole; C-H Amination; Visible Light; LASER FLASH-PHOTOLYSIS; HYDRAZOIC ACID; AZIDES; CHEMISTRY
제목
Tandem Photocatalyst-Free Visible Light Aryl Azidation-Intramolecular C-H Amination: One-Pot Access to Carbazoles and Indoles from Areneazo-2-(2-nitro)propanes
저자
Patil, Dilip V.; Patel, Rahulkumar; Takizawa, Shinobu; Kim, Hun Y.; Oh, Kyungsoo
DOI
10.1002/adsc.202401333
발행일
2025-02
유형
Article; Early Access
저널명
Journal für Praktische Chemie
권
367
호
4