银催化邻羟基苯基炔丙醇5-exo-dig环化反应构筑2-亚甲基-2,3-二氢苯并呋喃-3-醇
收稿日期: 2023-10-24
修回日期: 2023-12-08
网络出版日期: 2023-12-29
基金资助
江苏省高校面上项目(22KJD150003); 2023年度江苏师范大学实验室研究课题(L2023YB08)
Silver-Catalyzed 5-Exo-dig Cyclization Reaction of ortho-Hydroxyphenylpropargyl Alcohols to 2-Methylene-2,3-dihydrobenzofuran
Received date: 2023-10-24
Revised date: 2023-12-08
Online published: 2023-12-29
Supported by
Higher Education Program in Jiangsu Province(22KJD150003); 2023 Jiangsu Normal University Laboratory Research Project(L2023YB08)
冯淼 , 吕兰兰 , 郭一佳 , 刘建全 , 王香善 . 银催化邻羟基苯基炔丙醇5-exo-dig环化反应构筑2-亚甲基-2,3-二氢苯并呋喃-3-醇[J]. 有机化学, 2024 , 44(4) : 1218 -1225 . DOI: 10.6023/cjoc202310023
2-Methylene-2,3-dihydrobenzofuran derivatives, as one of the core skeletons of various natural products and drugs, are of great significance in finding new methods for effectively synthesizing 2-methylene-2,3-dihydrobenzofuran from easily available raw materials. Herein, a novel silver-catalyzed 5-exo-dig cyclization reaction of orth-hydroxyphenyl alkynyl alcohols has been developed, providing an efficient and modular method for the construction of 2-methylene-2,3-dihydrobenzofuran. Featuring the advantages of mild conditions, simple operation, and high efficiency, the reaction requires the utilization of 2 mol% of silver carbonate as a catalyst and 5 mol% of isocyanide as a ligand at room temperature.
Key words： silver; isocyanide; cyclization; propargylic alcohol; benzofuran
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