Boron Catalysis-Enabled Regioselective Ring-Retentive Hydrosilylation of Methylenecyclopropanes
Herein, we report the highly regioselective ring-retentive hydrosilylation of methylenecyclopropanes (MCPs) with hydrosilanes by a B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> catalyst. The catalytic protocol affords an atom-efficient route for the synthesis of silylcyclopropanes, featuring 100% atom-efficiency, broad substrate scope (42 examples), mild conditions, and high regio-, and chemoselectivity. The current metal-free catalytic hydrosilylation also provides a complementary pathway for the synthesis of structurally diverse organosilicon compounds from MCPs over transition metal-catalyzed variants.
Authors
- Yaqi Chen (ORCID: https://orcid.org/0000-0003-4822-3679)
- Zhen Song
- Jinxing Long (ORCID: https://orcid.org/0000-0002-3829-6252)
- Xianmao Liu (ORCID: https://orcid.org/0000-0002-6510-9109)
- Yuanhong Ma (ORCID: https://orcid.org/0000-0001-6300-6897)
- Rui Lin (ORCID: https://orcid.org/0000-0002-1912-7621)
- Min Ou (ORCID: https://orcid.org/0000-0002-1381-8683)
- Xinmiao Huang (ORCID: https://orcid.org/0000-0002-3841-065X)
- Wei Yao (ORCID: https://orcid.org/0000-0002-1666-4069)
- Ni Qian
- Weiqi Song
Institutions
- Hunan Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-27
- DOI
- https://doi.org/10.1021/acs.orglett.5c01720
- Citations
- 1
- Primary Topic
- Organoboron and organosilicon chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province