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Cu(II)-Catalyzed [3 + 1 + 1 + 1] Cyclization of 1,3-Diketones and 2-Naphthols Using N , N -Dimethylethanolamine as a Dual Carbon Synthon for the Synthesis of 2 H -Chromenes

作者:Meiqi Geng, Minzhao Huang, Jinqiang Kuang, Weiwei Fang, Xu‐Qiong Xiao, Maozhong Miao, Yongmin Ma · 发表于:The Journal of Organic Chemistry · 年份:2023 · DOI:10.1021/acs.joc.3c01849 · 被引用次数:12 · 研究领域:Catalytic C–H Functionalization Methods、Synthesis of Indole Derivatives、Catalytic Alkyne Reactions

Reactions with diverse C1 synthons to realize homologation were well explored. However, homologations occurring twice with one C1 synthon in a reaction were less reported. We disclose herein a Cu(II)-catalyzed novel and efficient synthesis of 2 H -chromenes from 2-naphthols, 1,3-diketones, and N, N -dimethylethanolamine (DMEA) as a dual carbon synthon. Various 2 H -chromenes with different functional groups are constructed in moderate to good yields. This is the first report that DMEA acts as a dual C1 synthon.