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Electrochemically driven nickel-catalyzed deaminative strategies in synergy with flow techniques

Electrochemically driven nickel-catalyzed deaminative strategies in synergy with flow techniques
电化学驱动的镍催化脱氨策略与流动技术的协同作用
批准号:
465153121
负责人:
Dr. Lars Julian Wesenberg
金额:
$0.0万
依托单位国家:
德国
项目类别:
WBP Fellowship
财政年份:
2021
资助国家:
德国
项目状态:
已结题
起止时间:
2020-12-31 至 2022-12-31

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中文摘要
翻译
通过交叉亲电偶联形成碳-碳键已成为合成有机群落中一种有价值的工具。过去最常见的偶联策略是使用化学计量量的氧化剂,当两个亲核试剂参与时,或有机金属亲核试剂,这被认为是不稳定的和高活性的,可能导致非生产的副反应。另外,可以减少台架稳定的亲电试剂,特别是脱胺策略已经在区域选择性和官能团耐受性方面显示出其优势和广泛的应用,因为反应途径是通过使用离开基(如活化胺)来预定的。然而,这些方法仍然受到使用外部金属基还原剂的影响。电化学从来就不是这种特殊的亲电偶联反应的激活方式。在与流动技术的有效结合中,所提议的反应的整体绿色前提,可持续性和环境友好方面将得到强调,并将为构建有价值的碳-碳支架的新有效协议铺平道路
英文摘要
Carbon-carbon bond formation by cross-electrophilic coupling has become a valuable tool in the synthetic organic community. Most common coupling strategies in the past have used either stoichiometric amounts of oxidants when two pro-nucleophiles were involved, or organometallic nucleophiles, which are considered unstable and highly reactive and can cause unproductive side reactions. Alternatively, bench-stable electrophiles can be reduced, and deaminative strategies in particular have already shown their strengths and wide application in terms of regioselectivity and functional group tolerance, since the reaction pathway is predetermined by the use of leaving groups such as an activated amine. Nevertheless, these methods still suffer from the use of external metal-based reducing agents. Electrochemistry has never been the activation mode for this specific electrophilic coupling reaction. In a fruitful combination with flow techniques, the overall green premise, sustainability and environmentally friendly aspect of the proposed reaction will be emphasized and will pave the way for a new efficient protocol to construct valuable carbon–carbon scaffolds
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