Elemental Sulfur Promoted Cyclization of <i>o</i>‐Chloronitrobenzenes and Aryl Isothiocyanates to Furnish 2‐Aminobenzothiazoles
Abstract Methods to afford 2‐aminobenzothiazoles often involve the use of o ‐aminothiophenols or aniline‐typed precursors. Herein we describe a method to furnish 2‐aminobenzothiazoles through the cyclization of o ‐chloronitrobenzenes and aryl isothiocyanates with the assistance of elemental sulfur. From the perspective of step economy, our strategy allows for the direct use of nitroarene precursors without further reduction to anilines. The scope of the reaction with respect to both substrates was investigated, and it was found that electronic properties of the aryl isothiocyanate was important for obtaining acceptable yields.
Authors
- Tung Thanh Nguyen (ORCID: https://orcid.org/0000-0002-0912-9981)
- Duyen K. Nguyen
- Giang Binh Tran (ORCID: https://orcid.org/0009-0000-5019-3144)
- Phong Dong Nguyen (ORCID: https://orcid.org/0000-0003-1676-1915)
- Khanh T. N. Ong
- Thanh Hai Pham (ORCID: https://orcid.org/0000-0002-0263-1055)
- Thi Hong Anh Nguyen (ORCID: https://orcid.org/0000-0001-8426-748X)
- Truong K. Chau
Institutions
- Vietnam National University Ho Chi Minh City (VN)
- Ho Chi Minh City University of Technology (VN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2024-10-23
- DOI
- https://doi.org/10.1002/ejoc.202401080
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00