Synergistic Gold and Iron Dual Catalysis: Preferred Radical Addition toward Vinyl-Gold Intermediate over Alkene

Synergistic Gold and Iron Dual Catalysis: Preferred Radical Addition toward Vinyl-Gold Intermediate over Alkene
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DOI:
10.1021/jacs.5b05415
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发表时间:
2015-07-22
影响因子:
15
通讯作者:
Shi, Xiaodong
Shi, Xiaodong
中科院分区:
化学1区
文献类型:
--
作者:
Peng, Haihui;Akhmedov, Novruz G.;Shi, Xiaodong

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一个双重催化方法征募金和铁,协同作用。该方法提供了容易获得取代的杂环醛通过氧自由基加成乙烯基-金中间体在铁催化剂的帮助下。该体系对取代恶唑、吲哚和苯并呋喃醛的生成显示出良好的官能团相容性。机制的证据大大支持选择性自由基加成:活化乙烯基-金双键烯烃。这一独特的发现提供了一条具有巨大潜力的新途径,可以进一步扩展金催化的合成能力和多功能性。
A dual catalytic approach enlisting gold and iron, synergy is described. This method offers readily access to substituted heterocycle aldehydes via oxygen radical addition to vinyl-gold intermediates under Fe catalyst assistance. This system shows good functional group compatibility for the generation of substituted oxazole, indole, and benzofuran aldehydes. Mechanistic evidence greatly supports selective radical addition to an: activated vinyl-Au double bond over alkene. This unique discovery offers a new avenue with great potential to further extend the synthetic power and versatility of gold catalysis.