Du Yingying, Huang Bin, Zeng Jiajun, Cai Mingzhong
Key Laboratory of Functional Small Organic Molecule, Ministry of Education and College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China.
Dalton Trans. 2021 May 18;50(19):6488-6499. doi: 10.1039/d1dt00988e.
The heterogeneous gold(i)-catalyzed oxidative ring expansion of alkynyl quinols has been achieved by using a benzyldiphenylphosphine-modified MCM-41-immobilized gold(i) complex [MCM-41-BnPh2P-AuNTf2] as the catalyst and 8-methylquinoline N-oxide as the oxidant under mild reaction conditions, yielding a variety of functionalized tropone derivatives in good to excellent yields. Extension of this methodology allows for facile construction of other seven- or six-membered ring systems including dibenzotropones, dibenzooxepines, phenanthrenes, and quinolin-2(1H)-ones. This new heterogeneous gold(i) complex can be readily recovered through a simple filtration process and recycled at least eight times without any apparent decrease in catalytic efficiency.
在温和的反应条件下，以苄基二苯基膦修饰的MCM-41负载金（I）配合物[MCM-41-BnPh2P-AuNTf2]为催化剂，8-甲基喹啉N-氧化物为氧化剂，实现了炔基喹醇的多相金（I）催化氧化扩环反应，以良好至优异的产率得到了多种官能化的呫吨酮衍生物。扩展该方法可以方便地构建其他七元或六元环体系，包括二苯并呫吨酮、二苯并氧杂䓬、菲和喹啉-2(1H)-酮。这种新型多相金（I）配合物可以通过简单的过滤过程轻松回收，并循环使用至少八次，而催化效率没有任何明显下降。
