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Diversity-oriented synthesis of benzofuro[3,2-b]pyridine derivatives from aurone-derived α,β-unsaturated imines and activated terminal alkynes
Chemical Communications ( IF 4.3 ) Pub Date : 2021-07-07 , DOI: 10.1039/d1cc02477a
Bin Cheng 1 , Hui Li 1 , Xuecheng Zhu 1 , Xinping Zhang 1 , Yixuan He 1 , Haiyan Sun 2 , Taimin Wang 2 , Hongbin Zhai 3
Affiliation  

An efficient annulation reaction of aurone-derived α,β-unsaturated imines and activated terminal alkynes mediated by triethylamine is described, which enables the facile synthesis of 1,4-dihydrobenzofuro[3,2-b]pyridines in high yields. When the nucleophile of triethylamine was replaced with triphenylphosphine, another class of 1,4-dihydrobenzofuro[3,2-b]pyridines tethered with an additional acrylate motif were obtained instead. These two types of 1,4-dihydrobenzofuro[3,2-b]pyridines could be aromatized in the presence of DBU to afford benzofuro[3,2-b]pyridines, which could also be accessed via a one-pot procedure.

中文翻译:

从金酮衍生的 α,β-不饱和亚胺和活化的末端炔烃以多样性为导向合成苯并呋喃 [3,2-b] 吡啶衍生物

介绍了一种由三乙胺介导的金酮衍生的 α,β-不饱和亚胺和活化的末端炔烃的有效环化反应,该反应能够以高产率轻松合成 1,4-二氢苯并呋喃 [3,2- b ] 吡啶。当三乙胺的亲核试剂被三苯基膦取代时,获得了另一类与额外的丙烯酸酯基序相连的 1,4-二氢苯并呋喃 [3,2- b ] 吡啶。这两种类型的 1,4-二氢苯并呋喃 [3,2- b ] 吡啶可以在 DBU 存在下芳构化以提供苯并呋喃 [3,2- b ] 吡啶,也可以通过一锅法获得。
更新日期:2021-07-14
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