期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 354, 期 17, 页码 3217-3224出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200491
关键词
alkynes; Bronsted acids; electrophilic halogenation; gold; haloalkynes; heterocycles
资金
- Engineering and Physical Sciences Research Council [EP/E052789/1]
- Leverhulme Trust [F/00 134/CL]
- UCL PhD program in Drug Discovery
- EPSRC [EP/E052789/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/E052789/1] Funding Source: researchfish
In the presence of a cationic gold(I) catalyst and N-halosuccinimide, both trimethylsilyl-protected and terminal alkynes are converted into alkynyl halides. Further experiments showed that silyl-protected alkynes undergo electrophilic iodination and bromination under Bronsted acid catalysis, whilst terminal alkynes require a cationic gold catalyst. The former reactions probably proceed via activation of the electrophile, whilst the latter reactions proceed via a gold(I) acetylide intermediate. Gold-catalysed halogenation was further combined with gold-catalysed hydration and subsequent annulation to provide convenient routes to iodomethyl ketones and five-membered aromatic heterocycles.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据