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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-碳键已成为有机合成领域的重要工具。过去最常见的偶联策略要么使用化学计量的氧化剂,当涉及两个亲核试剂时,要么使用有机金属亲核试剂,后者被认为是不稳定和高活性的,可能会导致无效的副反应。或者,台式稳定的亲电体可以减少,尤其是脱氨基策略已经显示出它们在区域选择性和官能团耐受性方面的优势和广泛应用,因为反应路径是通过使用离开基团,如活化胺来预先确定的。然而,这些方法仍然受制于外部金属基还原剂的使用。电化学从来不是这种特殊的亲电偶联反应的激活模式。在与流动技术的卓有成效的结合中,将强调拟议反应的整体绿色前提、可持续性和环境友好方面,并将为构建有价值的碳-碳支架的新的有效协议铺平道路。
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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