One-Step Construction of 2-Methylquinazolin-4(3<i>H</i>)-ones Using Solid Calcium Carbide as an Alternative to Gaseous Acetylene

2-Methylquinazolin-4(3<i>H</i>)-ones were efficiently constructed using solid calcium carbide as an alkyne source, 2-aminobenzamides or 2-aminobenzohydrazides as substrates, and <i>p</i>-tolylsulfonyl azide as a mediator through simultaneous formation of two C-N bonds in one step. The salient features of this protocol are the use of an inexpensive, abundant and easy-to-use alkyne source as a substitute for flammable and explosive gaseous acetylene, low-cost catalyst, wide substrate scope, satisfactory yield, and simple manipulation. This method can also be extended to gram scale.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-12-18
DOI
https://doi.org/10.1021/acs.joc.4c02341
Citations
12
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
3.00

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article

One-Step Construction of 2-Methylquinazolin-4(3H)-ones Using Solid Calcium Carbide as an Alternative to Gaseous Acetylene

Jinhui Yang, Xinjie You, Zheng Li, Botao Wang et al.
12 citations
The Journal of Organic Chemistry
Quinazolinone synthesis and applications
3.00
article

One-Step Construction of 2-Methylquinazolin-4(3H)-ones Using Solid Calcium Carbide as an Alternative to Gaseous Acetylene

Jinhui Yang, Xinjie You, Zheng Li, Botao Wang, Zhiqiang Wang
article en
12 citations

Abstract

2-Methylquinazolin-4(3<i>H</i>)-ones were efficiently constructed using solid calcium carbide as an alkyne source, 2-aminobenzamides or 2-aminobenzohydrazides as substrates, and <i>p</i>-tolylsulfonyl azide as a mediator through simultaneous formation of two C-N bonds in one step. The salient features of this protocol are the use of an inexpensive, abundant and easy-to-use alkyne source as a substitute for flammable and explosive gaseous acetylene, low-cost catalyst, wide substrate scope, satisfactory yield, and simple manipulation. This method can also be extended to gram scale.

The Journal of Organic ChemistryVol. 90(1)
Ningxia University (CN), Northwest Normal University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 8%
Quinazolinone synthesis and applications
3.00
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