An Efficient Green Synthesis of Some Functionalized Spiro Chromene Based Scaffolds as Potential Antitubercular Agents

作者：Khan Gulzar A; Naikoo Gowhar A; War Javeed A; Sheikh Imtiyaz A; Pandit Umar Jan; Khan Imran; Harit Amit K; Das Ratnesh

来源：Journal of Heterocyclic Chemistry, 2018, 55(3): 699-708.

DOI：10.1002/jhet.3091

<jats:p>A facile multicomponent one pot synthesis of novel spiro [chromene‐2, 2‐pyrollidin]‐4<jats:sup>′</jats:sup>‐one derivatives <jats:bold>3a–l</jats:bold> was conveniently carried out in acetic acid at feasible reaction conditions. The reaction mechanism operates through two key intermediates 3‐N‐aryliminocoumarin and coumarinylidene acetone. This protocol is an environmentally benign preparation and gives excellent yields of the target compounds (77–92%). The structure of new compounds were determined by spectroscopic techniques like FTIR, <jats:sup>1</jats:sup>H NMR, <jats:sup>13</jats:sup>C NMR, and MS. Docking studies against enoyl‐acyl carrier protein reductase predicts that the compounds bind at the active site with higher binding affinity values. The compound <jats:bold>3k</jats:bold> (MIC, 10 μg/mL) shows comparable activity in reference with Isoniazid at the same concentrations against MT H37 Rv.</jats:p>

• 出版日期2018-3