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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 11: 4384 - 4390

DOI: https://doi.org/10.6023/cjoc202104016

ARTICLES

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
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  • School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000
* Corresponding author. E-mail:

Received date: 2021-04-08

  Revised date: 2021-06-01

  Online published: 2021-08-19

Supported by

Natural Science Foundation of Educational Committee of Anhui Province(KJ2020A0045); Natural Science Foundation of Educational Committee of Anhui Province(KJ2020B01)

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Abstract

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

Cite this article

Jinfeng Zhang , Ruyi Ye , Ziyang Li , Lingguo Meng . 1,4-Diazabicyclo[2.2.2]octane-Promoted Addition Reaction of Tricarbonyl Monohydrates with Active Alkynes via Consecutive C—C/C—O Cleavage[J]. Chinese Journal of Organic Chemistry, 2021 , 41(11) : 4384 -4390 . DOI: 10.6023/cjoc202104016

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