Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad 500607, India.
Academy of Scientific and Innovative Research, New Delhi, India.
J Org Chem. 2017 Jan 20;82(2):944-949. doi: 10.1021/acs.joc.6b02468. Epub 2017 Jan 9.
A method for the construction of pyrroles bearing a 2-keto or formyl group through the intramolecular oxidative aza-annulation of enynyl azides is reported for the first time. It involves a sequential carbon-nitrogen/carbon-oxygen bond formations, and the combination of AuCl with AgSbF was identified as a suitable reagent system to promote the present reaction. The required enynyl azides are readily prepared from Morita-Baylis-Hillman (MBH) acetates of acetylenic aldehydes.
本文首次报道了通过炔基叠氮化物的分子内氧化氮杂环化反应构建含有 2-酮基或甲酰基的吡咯的方法。该方法涉及顺序的碳-氮/碳-氧键形成，并且发现 AuCl 与 AgSbF 的组合是促进本反应的合适试剂体系。所需的炔基叠氮化物可以很容易地从炔基醛的 Morita-Baylis-Hillman（MBH）乙酸酯制备得到。
