4.8 Article

Carbon-Sulfur Bond Formation: Tandem Process for the Synthesis of Functionalized Isothiazoles

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ORGANIC LETTERS
卷 24, 期 1, 页码 339-343

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03994

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资金

  1. Natural Science Foundation of China [U1702286, 21572197, 21762047, 21901224]
  2. Ling-Jun Scholars of Yunnan Province [202005AB160003]
  3. National Key R&D program of China [2019YFE0109200]
  4. Program for Changjiang Scholars and Innovative Research Team in University [IRT17R94]

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A new process for the construction of 3,4,5-substituted isothiazoles is reported in this paper, utilizing reaction cascades including Pummerer-like rearrangement, nucleophilic condensation, and sulfenamide cyclization under mild conditions. This process provides good to excellent yields of isothiazoles bearing fluorine and other functional groups from readily available starting materials.
In this paper, we report a new process for the construction of 3,4,5-substituted isothiazoles via reaction cascades including Pummerer-like rearrangement, nucleophilic condensation, and sulfenamide cyclization followed by concomitant elimination and dehydration under mild reaction conditions. This process provides isothiazoles bearing fluorine and other functional groups in good to excellent yields from readily available starting materials.

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