4.8 Article

Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions

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ORGANIC LETTERS
卷 19, 期 17, 页码 4576-4579

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02168

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资金

  1. National Natural Science Foundation of China [21572194, 21372187]
  2. Collaborative Innovation Center of New Chemical Technologies for Environmental Benignity and Efficient Resource Utilization, Hunan Provincial Natural Science Foundation of China [2017JJ3299]
  3. Hunan Provincial Innovative Foundation for Postgraduate [CX2017B301]
  4. Undergraduate-Investigated-Study and Innovated-Experiment Plan of Hunan Province

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Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, and elemental sulfur were directly assembled through oxidative annulation and C-H functionalization under transition-metal-free conditions, where DMSO or oxygen served as the oxidant. NH4I or KI as the catalyst was found to be effective to promote the transformations to give the annulation products in good to excellent yields with wide functional group tolerance.

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