Metal-Free-Visible Light C-H Alkylation of Heteroaromatics via Hypervalent Iodine-Promoted Decarboxylation

Metal-Free-Visible Light C-H Alkylation of Heteroaromatics via Hypervalent Iodine-Promoted Decarboxylation
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DOI:
10.1021/acs.orglett.8b01085
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发表时间:
2018-06-01
期刊:
影响因子:
5.2
通讯作者:
Frenette, Mathieu
Frenette, Mathieu
中科院分区:
化学1区
文献类型:
--
作者:
Genovino, Julien;Lian, Yajing;Frenette, Mathieu

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报道了在蓝光LED灯下,利用有机光催化剂和高价碘试剂,由易得的羧酸进行的杂芳族化合物的无金属光氧化还原C-H烷基化反应。所开发的方法容许广泛的官能团,并可应用于药物和药物样分子的后期官能化。通过控制实验、物理实验和密度泛函理论计算对反应机理进行了研究。
A metal-free photoredox C-H alkylation of heteroaromatics from readily available carboxylic acids using an organic photocatalyst and hypervalent iodine reagents under blue LED light is reported. The developed methodology tolerates a broad range of functional groups and can be applied to the late-stage functionalization of drugs and drug-like molecules. The reaction mechanism was investigated with control experiments and photophysical experiments as well as DFT calculations.