Synthesis of Dihalonaphthalenes via Silver-Catalyzed Halogenation and Electrophilic Cyclization of Terminal Alkynols
Herein, we report a silver-catalyzed halogenation and electrophilic cyclization reaction based on the trifunctionalization of terminal alkynols with NBS or iodine monochloride in a step-efficient synthetic way to produce homo/heterodihalogenated naphthalene derivatives bearing two different halogen atoms in moderate to good yields. This methodology readily accommodates various functional groups, including electron-withdrawing nitro, cyano, acid-sensitive dioxazolyl, and alkoxy groups.
Authors
- Yibiao Li (ORCID: https://orcid.org/0000-0001-8249-5630)
- Yuyan Xu (ORCID: https://orcid.org/0000-0003-3335-1248)
- Huanfeng Jiang (ORCID: https://orcid.org/0000-0002-4355-0294)
- Huanliang Hong (ORCID: https://orcid.org/0000-0002-5680-8151)
- Xiaoliang Ji
- Lu Chen (ORCID: https://orcid.org/0000-0002-9601-4241)
- Li Wang (ORCID: https://orcid.org/0000-0002-4658-2558)
Institutions
- Ji Hua Laboratory (CN)
- Wuyi University (CN)
- South China University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-08-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c02670
- Citations
- 5
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- Department of Education of Guangdong Province
- National College Students Innovation and Entrepreneurship Training Program