Metal-free regio- and chemoselective hydroboration of pyridines catalyzed by 1, 3, 2-diazaphosphenium triflate
N-Heterocyclic phosphenium triflates (NHP-OTf) 1 serve as efficient catalysts for the regio- and chemoselective hydroboration of pyridines under ambient condition with good functional group tolerance. Mechanistic studies indicate that a boronium salt, [(Py)2·Bpin]OTf 4, is generated concomitant with...
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| Main Authors: | , , |
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| 格式: | Article |
| 語言: | English |
| 出版: |
2020
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| 在線閱讀: | https://hdl.handle.net/10356/137702 |
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| 總結: | N-Heterocyclic phosphenium triflates (NHP-OTf) 1 serve as efficient catalysts for the regio- and chemoselective hydroboration of pyridines under ambient condition with good functional group tolerance. Mechanistic studies indicate that a boronium salt, [(Py)2·Bpin]OTf 4, is generated concomitant with NHP-H 5 via hydride abstraction from HBpin by 1 in the initial reaction step. Hydride reduction of the activated pyridine in [(Py)2·Bpin]OTf 4 by NHP-H 5 affords the 1,4-hydroboration product selectively. Thus, the phosphenium species act as a hydrogen transfer reagent in the catalytic cycle. |
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