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Issue 14, 2021
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Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous media via tandem addition–cyclization

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Abstract

An electrochemical synthesis of 2-aminobenzoxazoles from 2-aminophenols and isothiocyanates was successfully developed in a one-pot fashion. Using inexpensive and widely available NaI and NaCl co-operatively in catalytic amounts, our electrosynthesis approach provided various 2-aminobenzoxazole products in moderate to high yields in an open-flask type undivided cell without using any external supporting electrolyte and base. The protocol can be applied to the synthesis of 2-aminobenzothiazoles from the corresponding 2-thiophenols in moderate yields. This protocol has many benefits. It is metal-free and highly scalable and uses inexpensive mediators and EtOH/water as an environmentally friendly solvent under mild conditions.

Graphical abstract: Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous media via tandem addition–cyclization

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Supplementary files

Article information


Submitted
02 Apr 2021
Accepted
10 Jun 2021
First published
10 Jun 2021

Green Chem., 2021,23, 5189-5194
Article type
Paper

Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous media via tandem addition–cyclization

T. N. T. Huynh, T. Tankam, S. Koguchi, T. Rerkrachaneekorn, M. Sukwattanasinitt and S. Wacharasindhu, Green Chem., 2021, 23, 5189 DOI: 10.1039/D1GC01131F

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