4.5 Article

Rhodium-Catalyzed C-H Activation/Annulation of N-Aryl-pyrazolidinones with Vinylene Carbonate

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 19, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202200279

Keywords

Annulation; C-H activation; Pyrazolidinone; Rhodium; Vinylene carbonate

Funding

  1. National Natural Science Foundation of China [21602086, 21672028]
  2. Qing Lan Project of Jiangsu Province
  3. Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]
  4. Postgraduate Research & Practice Innovation Program of Jiangsu Province [KYCX21_2783]

Ask authors/readers for more resources

A rhodium-catalyzed C-H activation/annulation of N-aryl-pyrazolidinones with vinylene carbonate was developed, leading to the successful construction of non-substituted 5,6-pyrazolo[1,2-a]cinnoline derivatives. This method provides an efficient and selective approach to synthesizing these derivatives, which are challenging to obtain using other procedures. Importantly, the protocol does not require external oxidants and generates water and carbon dioxide as clean by-products.
A rhodium-catalyzed C-H activation/annulation of N-aryl-pyrazolidinones with vinylene carbonate was developed. The utilization of vinylene carbonate as the acetylene surrogate furnished the successful construction of non-substituted 5,6-pyrazolo[1,2-a]cinnoline derivatives, which are difficult to synthesize through other procedures. In this work, a series of variously substituted pyrazolo[1,2-a]cinnolines were obtained in yields up to 98 % with broad substrate scope and excellent selectivity. Moreover, external oxidants were not required in this protocol with H2O and CO2 as the clean by-products.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.5
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available