Divergent [5 + 1] Annulation of <i>o</i>-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent

A divergent [5 + 1] cyclization reaction of <i>o</i>-aminobenzamides with vinylene carbonate has been developed, rapidly generating three types of cyclic molecules including quinazolinones, 2-methylquinazolinones, and 2,3-dihydroquinazolinones with high chemoselectivity. In this discovery, vinylene carbonate blooms as a multifunctional reagent to participate in cyclization. The potential of this new finding is further emphasized by assembling the benzothiazole heteroarene via the [4 + 1] version and tolerating bioactive units well.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-04-03
DOI
https://doi.org/10.1021/acs.joc.5c00039
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

Divergent [5 + 1] Annulation of o-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent

Qiang Yan, Jiang Nan, Lanxin Zhu, Shilei Liu et al.
1 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.94
article

Divergent [5 + 1] Annulation of o-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent

Qiang Yan, Jiang Nan, Lanxin Zhu, Shilei Liu, Hanqing Zhang
article en
1 citations

Abstract

A divergent [5 + 1] cyclization reaction of <i>o</i>-aminobenzamides with vinylene carbonate has been developed, rapidly generating three types of cyclic molecules including quinazolinones, 2-methylquinazolinones, and 2,3-dihydroquinazolinones with high chemoselectivity. In this discovery, vinylene carbonate blooms as a multifunctional reagent to participate in cyclization. The potential of this new finding is further emphasized by assembling the benzothiazole heteroarene via the [4 + 1] version and tolerating bioactive units well.

The Journal of Organic ChemistryVol. 90(15)
Shaanxi University of Science and Technology (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 27%
Catalytic C–H Functionalization Methods
0.94
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