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Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcohols via C-H bond activation.
Chemical Communications ( IF 4.9 ) Pub Date : 2020-04-30 , DOI: 10.1039/d0cc01593h Lalit Mohan Kabadwal 1 , Sourajit Bera , Debasis Banerjee
Chemical Communications ( IF 4.9 ) Pub Date : 2020-04-30 , DOI: 10.1039/d0cc01593h Lalit Mohan Kabadwal 1 , Sourajit Bera , Debasis Banerjee
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The first Fe-catalysed alkylation of 2-methyl and 4-methyl-azaarenes with a series of alkyl and hetero-aryl alcohols is reported (>39 examples and up to 95% yield). Multi-functionalisation of pyrazines and synthesis of anti-malarial drug (±) Angustureine significantly broaden the scope of this methodology. Preliminary mechanistic investigation, deuterium labeling and kinetic experiments including trapping of the enamine intermediate 1a' are of special importance.
中文翻译:
通过CH键活化,铁催化的2-甲基和4-甲基氮杂氮烯与醇的烷基化反应。
报道了用一系列烷基和杂芳基醇进行的第一个Fe催化的2-甲基和4-甲基氮杂氮杂芳烃的烷基化反应(> 39个实例,收率高达95%)。吡嗪的多功能化和抗疟药(±)安格西汀的合成大大拓宽了该方法的范围。初步的机理研究,氘标记和动力学实验(包括捕集烯胺中间体1a')特别重要。
更新日期:2020-03-10
中文翻译:
通过CH键活化,铁催化的2-甲基和4-甲基氮杂氮烯与醇的烷基化反应。
报道了用一系列烷基和杂芳基醇进行的第一个Fe催化的2-甲基和4-甲基氮杂氮杂芳烃的烷基化反应(> 39个实例,收率高达95%)。吡嗪的多功能化和抗疟药(±)安格西汀的合成大大拓宽了该方法的范围。初步的机理研究,氘标记和动力学实验(包括捕集烯胺中间体1a')特别重要。