Citation: Song Zou, Zeyu Zhang, Chao Chen, Chanjuan Xi. MeOTf-catalyzed formal [4 + 2] annulations of styrene oxides with alkynes leading to polysubstituted naphthalenes through sequential electrophilic cyclization/ring expansion[J]. Chinese Chemical Letters, ;2022, 33(6): 3021-3025. doi: 10.1016/j.cclet.2021.12.012 shu

MeOTf-catalyzed formal [4 + 2] annulations of styrene oxides with alkynes leading to polysubstituted naphthalenes through sequential electrophilic cyclization/ring expansion

Song Zou ^a ,
Zeyu Zhang ^a ,
Chao Chen ^{a, *,} ,
Chanjuan Xi ^{a, b, *,}

a.
MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China
b.
State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

chenchao01@mails.tsinghua.edu.cn

cjxi@tsinghua.edu.cn

Received Date: 1 November 2021
Revised Date: 2 December 2021
Accepted Date: 6 December 2021
Available Online: 10 December 2021

Figures(6)

MeOTf-catalyzed formal [4 + 2] annulation of styrene oxides with alkynes to afford polysubstituted naphthalenes has been realized, which undergoes sequential electrophilic cyclization/ring expansion. A range of substrates were tolerated in the formation of naphthalene derivatives with high regioselectivity in satisfactory yields. The reaction could also be carried out on gram scale.
- Methyltriflate,
- Catalytic reaction,
- Annulation,
- Ring expansion,
- Polysubstituted naphthalenes
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