Coupling of thiols and aromatic halides promoted by diboron derived super electron donors

Coupling of thiols and aromatic halides promoted by diboron derived super electron donors
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DOI:
10.1039/d1cc05294b
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发表时间:
2021-10-13
影响因子:
4.9
通讯作者:
Belen Cid, M.
Belen Cid, M.
中科院分区:
化学2区
文献类型:
--
作者:
Franco, Mario;Vargas, Emily L.;Belen Cid, M.

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我们已经证明了吡啶-硼基配合物可以作为超电子给体,通过S(RN)1机制促进硫醇和芳香卤化物的偶联。该反应对广泛的底物范围有效,可耐受杂环,包括吡啶、可烯化或可还原的官能团。该方法已通过可控的连续分子内电子转移过程应用于药物合成中间体以及有趣的功能化聚硫醚。
We have proven that pyridine-boryl complexes can be used as superelectron donors to promote the coupling of thiols and aromatic halides through a S(RN)1 mechanism. The reaction is efficient for a broad substrate scope, tolerating heterocycles including pyridines, enolizable or reducible functional groups. The method has been applied to intermediates in drug synthesis as well as interesting functionalized polythioethers through a controlled and consecutive intramolecular electron transfer process.