Work

Boron Radical Promoted Metal-Free Transformation of Nitroazobenzene into Benzotriazole

Year: 2025
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide Although the triazole skeleton is significant in biochemistry as a click reaction candidate, as well as in material chemistry due to its excellent absorption of UV light, the preparation of these compounds relies on multinitrogen reagents such as diazo and azido compounds. In this work, o -nitroazobenzenes are first used in a series of neat, fast, green, and efficient reactions for the synthesis of 2-aryl-2H-benzotriazoles under visible light, without RN 3 and metals. It is the visible light-induced boron radical that initiates the reaction by reducing the nitro group into a nitroso group, followed by a barrierless N–N coupling and a facile further deoxygenation by diboron ester to yield benzotriazoles as potential UV absorbers in excellent yields.
Source: JACS Au
Language: English
Field: Chemistry
Open Access status: gold
Estimated APC paid: $3,500
OpenAlex ID: W4416827922
FWCI:
Cites: 63
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