Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 7, Issue 24, Pages 4074-4079Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo00974a
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Funding
- National Natural Science Foundation of China [21871228, 21602194]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT_17R94]
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A formylation of aryl iodides at room temperature using a weaker base KOMe instead of BuLi was developed. The TMS-TMS disilane was discovered to play crucial roles in this formylation. It was found that the MeO- group of KOMe coordinated with two silyl groups of disilane to generate a hypercoordinate silane species. This hypercoordinate silane species reacted with aryl iodide to give an aryl carbanion, which underwent formylation with DMF to give an aryl aldehyde.
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