Synthesis of All Ring Sizes of Medium-Sized Heterocycles Bridged Biaryls via VQM-Enabled Diversity-Oriented Synthetic Strategy
Herein, for the first time, the controllable, accurate, and diverse synthesis of all ring sizes of medium-sized (8- to 11-membered) indole-derived bridged biaryls has been realized by using ingeniously designed <i>o</i>-alkynylnaphthols that feature cyclic amines with adjustable ring sizes. The transformation may proceed through a DBN-mediated in-situ generation of vinylidene <i>ortho</i>-quinone methides/indole-ring formation/ring expansion cascade sequence, which is characterized by acceptable to excellent yields and good functional group tolerance.
Authors
- Xiao‐De An (ORCID: https://orcid.org/0000-0002-4774-6083)
- Jian Xiao (ORCID: https://orcid.org/0000-0003-4272-6865)
- Yao‐Bin Shen (ORCID: https://orcid.org/0000-0001-9987-7045)
- Bin Qiu (ORCID: https://orcid.org/0009-0002-1554-138X)
- Yuhan Zhang (ORCID: https://orcid.org/0000-0002-2768-3900)
- F. Yang (ORCID: https://orcid.org/0000-0002-1852-0544)
- Shu-Kui Guo
Institutions
- Qingdao Agricultural University (CN)
- Zaozhuang University (CN)
- Pharmaceutical Biotechnology (Czechia) (CZ)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-25
- DOI
- https://doi.org/10.1021/acs.orglett.5c00531
- Citations
- 1
- Primary Topic
- Axial and Atropisomeric Chirality Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province
- Science and Technology Support Plan for Youth Innovation of Colleges and Universities of Shandong Province of China