Frustrated Lewis Pair-Mediated Cycloisomerization of Propargylaniline and Aryl Propargyl Ether Derivatives via a 6-<i>endo</i>-dig Cyclization/Dehydrogenation Sequence
An efficient FLP-mediated cycloisomerization is described, providing easy access to quinolinium and chromenylium derivatives by treatment of readily available propargylanilines and aryl propargyl ethers with Lewis acidic boranes, respectively. The reaction proceeds via a 6-<i>endo</i>-dig cyclization/dehydrogenation sequence. The heteroatom functions serve as Lewis bases in combination with Lewis acidic boranes to effect synergistic activation of an alkynyl triple bond and a C-H bond.
Authors
- Hong Zhang (ORCID: https://orcid.org/0000-0003-3010-0806)
- Pei Liang (ORCID: https://orcid.org/0000-0002-0627-5852)
- Yapeng Cai (ORCID: https://orcid.org/0000-0003-0915-2046)
- Tongdao Wang (ORCID: https://orcid.org/0000-0002-4337-5035)
Institutions
- Xiamen University (CN)
- Dalian University of Technology (CN)
- Dalian University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-20
- DOI
- https://doi.org/10.1021/acs.orglett.4c03817
- Primary Topic
- Organoboron and organosilicon chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China