Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis

Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis
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DOI:
10.1055/s-0039-1690832
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发表时间:
2020-02
期刊:
影响因子:
2
通讯作者:
J. Camp;D. Shabalin;Jay J. Dunsford;Simbarashe Ngwerume;A. R. Saunders;Duncan M. Gill
J. Camp;D. Shabalin;Jay J. Dunsford;Simbarashe Ngwerume;A. R. Saunders;Duncan M. Gill
中科院分区:
化学4区
文献类型:
--
作者:
J. Camp;D. Shabalin;Jay J. Dunsford;Simbarashe Ngwerume;A. R. Saunders;Duncan M. Gill

文献摘要

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摘要本文描述了一种通过亲核催化合成双取代NH-咪唑的微波辅助聚合方法。取代的咪唑类化合物是通过在分子内加成不同的胺肟底物到活化的炔烃上,然后原位生成的O-乙烯基胺肟物种的热诱导重排来获得的。未保护的咪唑在2-位上含有芳基,在4-位上含有酯部分。
Abstract A convergent, microwave-assisted protocol for the synthesis of disubstituted NH-imidazoles via nucleophilic catalysis is described. The substituted imidazoles are accessed via the intramolecular addition of a variety of amidoxime substrates to activated alkynes followed by a thermally induced rearrangement of the in situ generated O-vinylamidoxime species. The unprotected imidazoles contain an aryl group at the 2-position as well as an ester moiety at the 4-position.