以固体电石为炔源，三组分一锅法构建2-芳基-3-苄基苯并[4,5]咪唑[1,2-a]嘧啶

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications Pub Date : 2025-02-15 DOI:10.1080/00397911.2025.2466015

Jiao Wang , Zhiqiang Wang , Botao Wang , Zheng Li , Jinhui Yang

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引用次数: 0

摘要

介绍了一种以固体电石为炔源，以2-氨基苯并咪唑和（杂）芳醛为底物，一锅三组分法合成2-芳基-3-苄基苯并[4,5]咪唑[1,2- A]嘧啶的简明方法。通过A3偶联、6-内环化、异构化和脱水级联等过程有效地获得了目标产物。该方案的突出特点是使用廉价、丰富和易于处理的固体炔源代替易燃易爆的气体乙炔，催化剂成本低，功能耐受性广，产率满意，后处理程序简单。这些反应也可以以克为单位进行。

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Three-component one-pot construction of 2-aryl-3-benzylbenzo[4,5]imidazo[1,2-a]pyrimidines using solid calcium carbide as an alkyne source

A concise method for the construction of 2-aryl-3-benzylbenzo[4,5]imidazo[1,2-a]pyrimidines using solid calcium carbide as an alkyne source, 2-aminobenzimidazoles, and (hetero)aromatic aldehydes as substrates through one-pot three-component procedure is described. The target products were effectively obtained through A³ coupling, 6-endo-dig cyclization, isomerization, and dehydration cascade processes. The salient features of this protocol are the use of an inexpensive, abundant and easy-to-handle solid alkyne source instead of flammable and explosive gaseous acetylene, low-cost catalyst, wide functional tolerance, satisfactory yield, and simple workup procedure. The reactions can also be carried out on a gram scale.

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来源期刊

Synthetic Communications 化学-有机化学

CiteScore

4.40

自引率

4.80%

发文量

156

审稿时长

4.3 months

期刊介绍： Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.