One‐pot synthesis of novel (E)‐3‐(3,8a‐dihydro‐2H‐oxazolo[3,2‐a]pyridin‐2‐ylidene)chroman‐2‐one derivatives,Journal of Heterocyclic Chemistry

当前位置： X-MOL 学术 › J. Heterocycl. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

One‐pot synthesis of novel (E)‐3‐(3,8a‐dihydro‐2H‐oxazolo[3,2‐a]pyridin‐2‐ylidene)chroman‐2‐one derivatives
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2020-12-17 , DOI: 10.1002/jhet.4212
Abolfazl Olyaei ₁ , Elaheh Feizy ₁ , Atiye Aghajanzadeh ₁

Affiliation

An efficient synthetic procedure for the preparation of novel (E)‐3‐(3,8a‐dihydro‐2H‐oxazolo[3,2‐a]pyridin‐2‐ylidene)chroman‐2‐one derivatives was developed. A sequential one‐pot, two‐step tandem reaction starting from 3‐(2‐bromoacetyl)‐2H‐chromen‐2‐one derivatives synthesized, pyridine, and naphthols in the presence of triethylamine proceeded smoothly in acetonitrile under reflux conditions. In this process, 2‐oxo‐2H‐chromen‐3‐yl)ethyl)pyridinium bromide derivatives as intermediate produced in situ, followed by Michael addition of naphthoxide anion and intramolecular cylization, resulted the corresponding products in good to high yields. All of the compounds were obtained in high purity without any use of more purification.

中文翻译：

一锅合成新的（E）-3-（3,8a-二氢-2H-恶唑并[3,2-a]吡啶-2-亚基）吡喃-2-一衍生物

开发了一种有效的合成程序，用于制备新型（E）-3-（3,8a-二氢-2 H-恶唑并[3,2-a]吡啶-2-亚烷基）苯并二氢吡喃-2-酮衍生物。在三乙胺存在下，在乙腈中，在回流条件下，从合成的3-（2-溴乙酰基）-2 H-铬-2--2-酮衍生物，吡啶和萘酚开始依次进行一锅，两步串联反应。在此过程中，以2-氧代-2-氢-铬-3-（基）乙基）溴化吡啶鎓衍生物为原位生产的中间体，再加入萘酚阴离子的迈克尔加成反应和分子内环化反应，得到相应的产物，收率很高。所有化合物均以高纯度获得，无需进一步纯化。

更新日期：2020-12-17

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11