Journal
ORGANIC LETTERS
Volume 23, Issue 10, Pages 3975-3980Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01118
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Funding
- National Natural Science Foundation of China [21421002, 21871283, 21737004, 21672239]
- Chinese Academy of Science [KF-STS-QYZX-068]
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In this study, a practical and efficient copper-catalyzed method was reported for the conversion of various arenediazonium salts to N-protected sulfonimidoyl fluorides. This protocol tolerates a wide range of functional groups and is suitable for late-stage modification of complex bioactive molecules, leading to the synthesis of pharmaceutically important primary sulfonamides and sulfonimidamides in minimal synthetic steps.
Herein we report a practical and efficient copper-catalyzed approach for the conversion of various arenediazonium salts to the corresponding N-protected sulfonimidoyl fluorides. This operationally simple protocol tolerates a wide range of functional groups and can be applied to the late-stage modification of complex bioactive molecules. Furthermore, pharmaceutically important primary sulfonamides and sulfonimidamides derived from these valuable N-protected sulfonimidoyl fluoride units were prepared in minimal synthetic steps.
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