Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (11): 4384-4390.DOI: 10.6023/cjoc202104016 Previous Articles     Next Articles

ARTICLES

1,4-二氮杂二环[2.2.2]辛烷促进三酮单水合物和活泼炔通过连续碳-碳/碳-氧键断裂的加成反应

张金凤, 叶如意, 李子阳, 孟令国*()   

  1. 淮北师范大学化学与材料科学学院 安徽淮北 235000
  • 收稿日期:2021-04-08 修回日期:2021-06-01 发布日期:2021-08-17
  • 通讯作者: 孟令国
  • 基金资助:
    安徽高校自然科学研究基金(KJ2020A0045); 安徽高校自然科学研究基金(KJ2020B01)

1,4-Diazabicyclo[2.2.2]octane-Promoted Addition Reaction of Tricarbonyl Monohydrates with Active Alkynes via Consecutive C—C/C—O Cleavage

Jinfeng Zhang, Ruyi Ye, Ziyang Li, Lingguo Meng()   

  1. School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000
  • Received:2021-04-08 Revised:2021-06-01 Published:2021-08-17
  • Contact: Lingguo Meng
  • Supported by:
    Natural Science Foundation of Educational Committee of Anhui Province(KJ2020A0045); Natural Science Foundation of Educational Committee of Anhui Province(KJ2020B01)

A novel addition reaction of vicinal tricarbonyl monohydrates with active alkynes proceeded via rapid consecutive C—C/C—O cleavage processes under metal-free and mild reaction conditions, and the transformation was completed within only 1 min. Diverse tricarbonyl monohydrates could react with active alkynes to produce carboxylate esters via these transformations in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO).

Key words: C—C cleavage, C—O cleavage, addition, promoter