有机化学 ›› 2023, Vol. 43 ›› Issue (12): 4227-4238.DOI: 10.6023/cjoc202304003 上一篇    下一篇

研究论文

锡粉促进下1,3-二取代-1,3-二氢异苯并呋喃化合物的合成

唐朵朵, 黄丹凤*(), 王克虎, 马虎, 冯杨, 任园园, 王君姣, 胡雨来   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2023-04-04 修回日期:2023-06-05 发布日期:2023-08-16
  • 基金资助:
    国家自然科学基金(21861033); 国家自然科学基金(22061037)

Tin Powder-Promoted Synthesis of 1,3-Disubstituted 1,3-Dihydroisobenzofuran Compounds

Duoduo Tang, Danfeng Huang*(), Kehu Wang, Hu Ma, Yang Feng, Yuanyuan Ren, Junjiao Wang, Yulai Hu   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2023-04-04 Revised:2023-06-05 Published:2023-08-16
  • Contact: *E-mail: huangdf@nwnu.edu.cn
  • Supported by:
    National Natural Science Foundation of China(21861033); National Natural Science Foundation of China(22061037)

探究了锡粉促进下邻甲酰基查尔酮与烯丙基溴的串联烯丙基化/oxa-Michael加成反应, 为合成具有潜在生物活性的1,3-二取代-1,3-二氢异苯并呋喃提供了简便的方法. 该方法具有反应时间短, 操作简单, 产率优良等优点, 并进一步拓宽了锡粉促进下的反应类型.

关键词: 锡粉, 烯丙基溴, 邻甲酰基查尔酮, 1,3-二氢异苯并呋喃

An efficient approach for the construction of 1,3-disubstituted-1,3-dihydroisobenzofuran compounds was developed through tin powder mediated tandem allylation/oxa-Michael addition reaction of o-formyl chalcones with various allyl bromides under mild reaction conditions. This method is easy to operate and can tolerate various functional groups to give the corresponding 1,3-disubstituted-1,3-dihydroisobenzofuran compounds in good to excellent yields.

Key words: tin powder, allyl bromide, o-formyl chalcone, 1,3-dihydroisobenzofuran