Synlett 2020; 31(18): 1813-1816
DOI: 10.1055/s-0040-1706470
letter

Synthesis of 2-Arylbenzothiazol-5-amines from N,N-Dialkyl-3-nitroanilines

Hang T. Pham
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam   eMail: tungtn@hcmut.edu.vn   eMail: ptsnam@hcmut.edu.vn
b   Vietnam National University, Ho Chi Minh City, Vietnam
,
Tuan H. Ho
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam   eMail: tungtn@hcmut.edu.vn   eMail: ptsnam@hcmut.edu.vn
b   Vietnam National University, Ho Chi Minh City, Vietnam
,
Duy Q. Do
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam   eMail: tungtn@hcmut.edu.vn   eMail: ptsnam@hcmut.edu.vn
b   Vietnam National University, Ho Chi Minh City, Vietnam
,
Kim L. H. Nguyen
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam   eMail: tungtn@hcmut.edu.vn   eMail: ptsnam@hcmut.edu.vn
b   Vietnam National University, Ho Chi Minh City, Vietnam
,
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam   eMail: tungtn@hcmut.edu.vn   eMail: ptsnam@hcmut.edu.vn
b   Vietnam National University, Ho Chi Minh City, Vietnam
,
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam   eMail: tungtn@hcmut.edu.vn   eMail: ptsnam@hcmut.edu.vn
b   Vietnam National University, Ho Chi Minh City, Vietnam
› Institutsangaben

The Vietnam National University – Ho Chi Minh City (VNU-HCM) is acknowledged for financial support through project No. NCM2019-20-01.


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Abstract

We report a simple method for coupling of N,N-dialkyl-3-nitroarenes, elemental sulfur, and activated sp3 C–H bonds in 2-methylazaarenes or arylacetic acids to afford derivatives of 2-arylbenzothiazol-5-amines. Only DABCO base was required, and many heterocycles such as imidazoles, oxazoles, quinolines, and thiophenes were compatible with the reaction conditions. Our approach offers a simple route to useful substituted thiazol-5-amines from commercially available nitroarenes.

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Eingereicht: 14. Juli 2020

Angenommen nach Revision: 14. August 2020

Artikel online veröffentlicht:
09. September 2020

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