Department of Chemistry, Yale University , 225 Prospect Street, New Haven, Connecticut 06520-8107, United States.
Org Lett. 2016 Jul 1;18(13):3294-7. doi: 10.1021/acs.orglett.6b01611. Epub 2016 Jun 23.
The development of Rh(III)-catalyzed C-H conjugate addition/cyclization reactions that provide access to synthetically useful fused bi- and tricyclic nitrogen heterocycles is reported. A broad scope of C-H functionalization substrates and electrophilic olefin coupling partners is effective, and depending on the nature of the directing group, cyclic imide, amide, or heteroaromatic products are obtained. An efficient synthesis of a pyrrolophenanthridine alkaloid natural product, oxoassoanine, highlights the utility of this method.
报道了 Rh(III)催化的 C-H 共轭加成/环化反应的发展，该反应为合成有用的稠合双环和三环氮杂环提供了途径。广泛的 C-H 功能化底物和亲电烯烃偶联试剂都有效，并且根据导向基团的性质，可以得到环状酰亚胺、酰胺或杂芳族产物。一种吡咯并菲啶生物碱天然产物氧代阿索那嗪的高效合成突出了该方法的实用性。
