{"title":"Reduction of hydrobenzamides: a strategy for synthesizing benzylamines","authors":"Andrés Gonzalez-Oñate, Rodolfo Quevedo","doi":"10.1007/s12039-024-02259-5","DOIUrl":null,"url":null,"abstract":"<div><p>Indirect reductive amination of aromatic aldehydes was studied in this work; aqueous ammonia was used as a nitrogen source. The results showed that aromatic aldehydes’ reaction with aqueous ammonia produced compounds known as hydrobenzamides (<i>N</i>,<i>N</i>´-(phenylmethylene)<i>bis</i>(1-phenylmethanimines), having good yield. The reaction of hydrobenzamides with sodium borohydride reduced both imine and aminal carbons and produced a primary and secondary benzylamine mixture. This article analyses such behaviour and proposes a possible mechanism for explaining such transformation.</p><h3>Graphical Abstract</h3><p>The reaction of aromatic aldehydes with aqueous ammonia produced compounds known as hydrobenzamides (N,N´-(phenylmethylene)<i>bis</i>(1-phenylmethanimines). The reaction of hydrobenzamides with sodium borohydride reduced both imine and aminal carbons and produced a primary and secondary benzylamine mixture.\n</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":616,"journal":{"name":"Journal of Chemical Sciences","volume":"136 2","pages":""},"PeriodicalIF":1.7000,"publicationDate":"2024-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemical Sciences","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s12039-024-02259-5","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Indirect reductive amination of aromatic aldehydes was studied in this work; aqueous ammonia was used as a nitrogen source. The results showed that aromatic aldehydes’ reaction with aqueous ammonia produced compounds known as hydrobenzamides (N,N´-(phenylmethylene)bis(1-phenylmethanimines), having good yield. The reaction of hydrobenzamides with sodium borohydride reduced both imine and aminal carbons and produced a primary and secondary benzylamine mixture. This article analyses such behaviour and proposes a possible mechanism for explaining such transformation.
Graphical Abstract
The reaction of aromatic aldehydes with aqueous ammonia produced compounds known as hydrobenzamides (N,N´-(phenylmethylene)bis(1-phenylmethanimines). The reaction of hydrobenzamides with sodium borohydride reduced both imine and aminal carbons and produced a primary and secondary benzylamine mixture.
期刊介绍：
Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.
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