State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People's Republic of China.
Org Lett. 2012 Sep 21;14(18):4742-5. doi: 10.1021/ol302252h. Epub 2012 Sep 4.
A catalytic approach to benzo[b]oxepines with high stereoselectivity by Au-catalyzed cyclization of (o-alkynyl)phenoxyacrylates with various nucleophiles under mild reaction conditions has been developed. Notably, the use of vinyl ether instead of alcohol could afford the same benzoxepines. The reaction may proceed by Au-catalyzed oligomerization of vinyl ether to release the alcohol, which then reacts with (o-alkynyl)phenoxyacrylates to furnish the benzoxepines.
发展了一种在温和反应条件下通过金催化(邻炔基)苯氧基丙烯酸酯与各种亲核试剂的环化反应高立体选择性合成苯并[b]氧杂环丁烷的催化方法。值得注意的是,使用乙烯基醚而不是醇也可以得到相同的苯并氧杂环丁烷。该反应可能通过乙烯基醚的金催化齐聚反应释放醇,然后醇与(邻炔基)苯氧基丙烯酸酯反应生成苯并氧杂环丁烷。