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Rhodium(III)-Catalyzed Redox-Neutral C–H Activation/Annulation of N-Aryloxyacetamides with Alkynyloxiranes: Synthesis of Highly Functionalized 2,3-Dihydrobenzofurans
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-06-22 00:00:00 , DOI: 10.1021/acs.joc.8b01166
Yang Li 1 , Dandan Shi 1 , Yuhai Tang 1 , Xin He 1 , Silong Xu 1
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Alkynyloxiranes have been employed for the first time as effective coupling partners in Cp*RhIII-catalyzed C–H functionalization reactions. Their annulation with N-aryloxyamides then offers a redox-neutral and efficient synthesis of functionalized 2,3-dihydrobenzofurans bearing an exocyclic E-allylic alcohol and a tetrasubstituted carbon center in good yields with a broad substrate scope. The products can be easily converted to molecules with more complexity, which provides an opportunity for rapid assembly of structurally diverse heterocycles.

中文翻译:

铑(III)催化的N-芳氧基乙酰胺与炔基亚氧杂环戊烷的氧化还原-中性CH活化/环化:高度官能化的2,3-二氢苯并呋喃的合成

在Cp * Rh III催化的CH-H官能化反应中,炔烃基环已被首次用作有效的偶联伴侣。它们与N-芳氧基酰胺的环合反应可提供氧化还原中性且高效合成的功能化2,3-二氢苯并呋喃,其带有环外E-烯丙基醇和四取代的碳中心,收率高,具有广泛的底物范围。该产物可以容易地转化成具有更高复杂性的分子,这为快速组装结构多样的杂环提供了机会。
更新日期:2018-06-22
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