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One-Step Construction of 2-Methylquinazolin-4(3H)-ones Using Solid Calcium Carbide as an Alternative to Gaseous Acetylene
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-12-18 , DOI: 10.1021/acs.joc.4c02341
Botao Wang, Zhiqiang Wang, Xinjie You, Zheng Li, Jinhui Yang

2-Methylquinazolin-4(3H)-ones were efficiently constructed using solid calcium carbide as an alkyne source, 2-aminobenzamides or 2-aminobenzohydrazides as substrates, and p-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.

中文翻译:


使用固体电石作为气态乙炔替代品的 2-甲基喹唑啉-4(3H)-酮的一步法构建



以固体碳化钙为炔烃源,以 2-氨基苯甲酰胺或 2-氨基苯并酰肼为底物,以甲苯磺酰叠氮化物为介质,一步同时形成两个 C-N 键,高效构建 2-甲基喹唑啉-4(3H)-酮。该方案的突出特点是使用廉价、丰富且易于使用的炔烃源作为易燃易爆气态乙炔的替代品、低成本催化剂、广泛的底物范围、令人满意的产率和简单的操作。这种方法也可以扩展到克级。
更新日期:2024-12-18
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