Gold-Catalysed Cycloisomerisation of Ynamides To Access 2,2-Disubstituted Tetrahydrothiophene Motifs

Gold-Catalysed Cycloisomerisation of Ynamides To Access 2,2-Disubstituted Tetrahydrothiophene Motifs
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DOI:
10.1055/a-1434-4273
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发表时间:
2021-03
期刊:
影响因子:
2
通讯作者:
P. Davies;P. Kaur
P. Davies;P. Kaur
中科院分区:
化学4区
文献类型:
--
作者:
P. Davies;P. Kaur

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摘要 带有束缚烯丙基亚砜的酰胺经过金催化的环异构化,得到四氢噻吩-2-甲酰胺及其苯并稠合类似物。该反应由正式的 7-endo-dig 环化引发,并容纳一系列不同的取代基。 N-烯丙基炔酰胺的使用为新型螺环ε-内酰胺结构提供了一条途径。
Abstract Ynamides bearing a tethered allyl sulfoxide undergo a gold-catalysed cycloisomerisation to afford tetrahydrothiophene-2-carboxamides and their benzo-fused analogues. The reactions are initiated by a formal 7-endo-dig cyclisation and accommodate a range of different substituents. The use of N-allyl ynamides provided a route into novel spirocyclic ε-lactam structures.