Department of Chemistry , 232 Choppin Hall, Louisiana State University , Baton Rouge , Louisiana 70803 , United States.
Org Lett. 2019 May 17;21(10):3610-3614. doi: 10.1021/acs.orglett.9b01032. Epub 2019 Apr 29.
An expedient synthesis of tetrahydroindoles and tetrahydrocyclopenta[ b]pyrroles, highlighted by Brønsted acid catalyzed formal [2 + 2 + 1] annulation reaction, is reported. Using three readily accessible reaction components, i.e., an electrophilic species in silyloxyallyl cations and two distinct nucleophiles in silylenol ethers and amines, our chemistry enables the assembly and functionalization of these biologically important N-heterocycles in a highly modular manner.
本文报道了一种通过 Brønsted 酸催化的形式[2+2+1]环加成反应，高效合成四氢吲哚和四氢环戊[b]吡咯的方法。该方法使用了三种易得的反应组分，即硅氧基烯丙基阳离子中的亲电物种、硅烯醇醚和胺中的两种不同亲核试剂，我们的化学方法能够以高度模块化的方式组装和官能化这些具有重要生物学意义的 N-杂环。
