Au(I) /Brønsted Acid Relay-Catalyzed Benzannulation Reaction of Alkynylbenzaldehydes and Styrenes for the Synthesis of Substituted Naphthalenes
We report herein an Au(I) /Brønsted acid relay-catalyzed tandem benzannulation reaction of alkynylbenzaldehydes and styrenes for the synthesis of substituted naphthalenes. This reaction sequence involves Au(I)-catalyzed alkyne cycloisomerization, oxa-[4 + 2]-cycloaddition, α-ketol rearrangement, and aromatization to access substituted naphthalenes in moderate-to-good yields. The resulting substituted naphthalenes are further subjected to Brønsted acid catalysis, promoting Friedel-Crafts reactions to form chrysene derivatives in excellent yields.
Authors
- Yuanzhen Xu (ORCID: https://orcid.org/0000-0002-2951-0544)
- Yun Li (ORCID: https://orcid.org/0000-0003-2236-9880)
- Shaolong Zheng (ORCID: https://orcid.org/0009-0004-1550-4196)
Institutions
- State Key Laboratory of Applied Organic Chemistry
- Lanzhou University (CN)
- Northwest A&F University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-01
- DOI
- https://doi.org/10.1021/acs.joc.4c03186
- Citations
- 2
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Fundamental Research Funds for the Central Universities
- Science and Technology Program of Gansu Province