4.7 Article

One-Pot Synthesis of N,N-Diphenyl-2-benzothiazolamines from 1-(2-Iodophenyl)-3-phenylthioureas and Iodobenzenes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 21, Pages 14342-14351

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01789

Keywords

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Funding

  1. Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University [2020ZD02]
  2. Hubei Key Laboratory of Biologic Resources Protection and Utilization, Hubei Minzu University [PT012101]
  3. State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences [KF2021-06]
  4. Innovation Fund of Key Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology [GCX202102]
  5. Postgraduate Innovation Foundation of Wuhan Institute of Technology [CX2021342]
  6. Wuhan Institute of Technology

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A variety of N,N-diphenyl-2-benzothiazolamines were efficiently synthesized via a copper-catalyzed reaction with good functional group tolerance. The protocol features simple performance, easily available starting materials, one-pot manner, and good functional group tolerance.
An efficient copper-catalyzed synthesis of a variety of N,N-diphenyl-2-benzothiazolamines was developed. Starting from substituted 1-(2-iodophenyl)-3-phenylthioureas and substituted iodobenzenes, the reaction proceeded smoothly via a tandem manner in the presence of CuI to afford the corresponding N,N-diphenyl-2-benzothiazolamine derivatives with good functional group tolerance. The protocol features simple performance, easily available starting materials, a one-pot manner, and good functional group tolerance, providing a practical strategy for the preparation of poly-functionalized amines.

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