NaBH4-FeCl2选择性硝基还原酯取代硝基芳烃

Zi-Hong Zhou, Yong-Bo Xu, Shuming Wu, Wei-Jian Ling, Lei Zhang, Zhongqing Wang
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引用次数: 0

摘要

本工作旨在探索一种新的方案,以选择性地减少硝基在芳香环上,而保持酯基不受影响。在本研究中,NaBH4-FeCl2是该过程中的关键还原剂。nabh4 - fecl2介导的还原反应具有很高的化学选择性,得到了理想的产物(收率高达96%),并用于合成抗抑郁药物维拉唑酮(一种抗抑郁药物)的关键中间体,总收率为81%(两步)。该方法具有实用性,能够合成一系列芳胺,特别是环上有酯取代的芳胺。
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Selective Nitro Reduction of Ester Substituted Nitroarenes by NaBH4-FeCl2
This work aimed to explore a novel protocol for selective reduction of the nitro group on the aromatic ring while remaining the ester group unaffected. In this study, NaBH4-FeCl2 was disclosed as a key reductant in the process. NaBH4-FeCl2-mediated reduction showed high chemoselectivity, gave the desired products in magnificent yield (up to 96%), and was applied to synthesize a key intermediate of vilazodone (an antidepressant drug) on a hectogram scale in a total yield of 81% (two steps). The protocol is practical, and capable of synthesis of a range of aromatic amines, especially those with ester substituted in the ring.
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审稿时长
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