Regioselective double dehydrative cyclization route to construct polyheterocyclic skeletons consisting of 2,3-dihydroquinazolin-4(1<i>H</i>)-ones and 1,2-dihydropyrrolo[1,2-<i>a</i>]pyrazines

The Sc(OTf)<sub>3</sub>-catalyzed reaction of 2-aminobenzamide with <i>N</i>-substituted pyrrole-2-carboxaldehyde proceeded well to give a tetracyclic skeleton consisting of dihydroquinazolin-4-one and 1,2-dihydropyrrolo[1,2-<i>a</i>]pyrazine <i>via</i> regioselective double cyclodehydrations where two heterocyclic rings (quinazolinone and pyrazine) were sequentially constructed through the formation of three C-N bonds.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00580a
Citations
1
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
0.94

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article

Regioselective double dehydrative cyclization route to construct polyheterocyclic skeletons consisting of 2,3-dihydroquinazolin-4(1H)-ones and 1,2-dihydropyrrolo[1,2-a]pyrazines

Shuang Song, Ikyon Kim, Dohui Ku
1 citations
Organic & Biomolecular Chemistry
Quinazolinone synthesis and applications
0.94
article

Regioselective double dehydrative cyclization route to construct polyheterocyclic skeletons consisting of 2,3-dihydroquinazolin-4(1H)-ones and 1,2-dihydropyrrolo[1,2-a]pyrazines

Shuang Song, Ikyon Kim, Dohui Ku
article en
1 citations

Abstract

The Sc(OTf)<sub>3</sub>-catalyzed reaction of 2-aminobenzamide with <i>N</i>-substituted pyrrole-2-carboxaldehyde proceeded well to give a tetracyclic skeleton consisting of dihydroquinazolin-4-one and 1,2-dihydropyrrolo[1,2-<i>a</i>]pyrazine <i>via</i> regioselective double cyclodehydrations where two heterocyclic rings (quinazolinone and pyrazine) were sequentially constructed through the formation of three C-N bonds.

Organic & Biomolecular ChemistryVol. 23(27)
Yonsei University (KR), Hodges University (US)
National Research Foundation of Korea
Openalex Percentile: Top 25%
Quinazolinone synthesis and applications
0.94
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