Institute of Marine Biomedicine/Hoffmann Institute of Advanced Materials, Shenzhen Polytechnic, Shenzhen 518055, China.
Chem Commun (Camb). 2021 Aug 3;57(62):7701-7704. doi: 10.1039/d1cc02477a.
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.
描述了一种三乙胺促进的金酮衍生的α,β-不饱和亚胺和活化的末端炔烃的高效环化反应，该反应能够以高产率轻松合成 1,4-二氢苯并呋喃并[3,2-b]吡啶。当三乙胺的亲核试剂被三苯基膦取代时，会得到另一类带有额外丙烯酰基的 1,4-二氢苯并呋喃并[3,2-b]吡啶。这两种类型的 1,4-二氢苯并呋喃并[3,2-b]吡啶在 DBU 的存在下可以芳构化得到苯并呋喃并[3,2-b]吡啶，也可以通过一锅法得到。
