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用于阿赫马托维茨重排反应的可见光介导的流动反应方案

Visible-light-mediated flow protocol for Achmatowicz rearrangement.

作者信息

Oja Joachyutharayalu, Kumar Sanjeev, Pabbaraja Srihari

机构信息

Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India.

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.

出版信息

Beilstein J Org Chem. 2024 Oct 8;20:2493-2499. doi: 10.3762/bjoc.20.213. eCollection 2024.

Abstract

The batch processes of APIs/pharmaceutical synthesis are prone to suffer significant limitations, including longer process time, shortage of skilled manpower, laborious post-synthetic work-up, etc. To address the inherent limitations of batch processes, a novel approach was undertaken, resulting in the establishment and development of a visible light-assisted modular photo-flow reactor with a seamlessly integrated post-synthetic work-up procedure enabling the efficient synthesis of dihydropyranones from furfuryl alcohols. The reaction uses sun light as green energy source, and the novel photo-flow reactor platform developed with an integrated system enabling a downstream process in a time and labor-efficient manner which facilitates the Achmatowicz rearrangement, resulting in a fast (10 min) formation of the dihydropyranone products.

摘要

原料药/药物合成的间歇过程容易受到显著限制,包括较长的工艺时间、熟练人力短缺、合成后繁琐的后处理工作等。为了解决间歇过程的固有局限性,采用了一种新颖的方法,从而建立并开发了一种可见光辅助的模块化光流反应器,该反应器具有无缝集成的合成后处理程序,能够从糠醇高效合成二氢吡喃酮。该反应使用太阳光作为绿色能源,所开发的新型光流反应器平台具有集成系统,能够以省时省力的方式进行下游工艺,促进了阿赫马托维奇重排,从而快速(10分钟)形成二氢吡喃酮产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2916/11472655/3b0eea0b8dc8/Beilstein_J_Org_Chem-20-2493-g003.jpg

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