Iron‐Promoted Redox Access to 2‐Aminobenzoxazoles from Amines, Carbon Disulfide and 2‐Nitrophenols

Author:

Long Le Duc12,Yen Tran Thi1,Anh Nguyen Le2ORCID,Anh Ngo Quoc1,Hung Mac Dinh3,Binh Nguyen Thanh4

Affiliation:

1. Institute of Chemistry Vietnam Academy of Science and Technology 18 Hoang Quoc Viet, Cau Giay Hanoi Vietnam

2. Graduate University of Science and Technology Vietnam Academy of Science and Technology 18 Hoang Quoc Viet, Cau Giay Hanoi Vietnam

3. Faculty of chemistry VNU University of Science Vietnam National University in Hanoi 19 Le Thanh Tong Hanoi, Vietnam

4. Institut de Chimie des Substances Naturelles CNRS UPR 2301 Université Paris-Sud Université Paris-Saclay 1, av de la Terrasse 91198 Gif-sur-Yvette France

Abstract

AbstractA method to assemble 2‐aminobenzoxazoles via iron‐catalyzed redox condensation of amines, carbon disulfide and 2‐nitrophenols is reported. The reaction features advantages of environmentally friendly iron catalyzed conditions, readily available starting materials, and excellent atom‐, step‐ and redox‐ economy compared to known protocols. Experimental investigation suggests a mechanism encompassing iron‐catalyzed reduction of the nitro group of 2‐nitrophenols by the dithiocarbamate group from amine‐CS2 adduct.

Funder

Vietnam Academy of Science and Technology

Publisher

Wiley

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