Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore).
Angew Chem Int Ed Engl. 2015 Sep 14;54(38):11107-11. doi: 10.1002/anie.201504687. Epub 2015 Jul 29.
Mild and regiocontrolled synthesis of a multisubstituted furan is achieved through Pd(OAc)2 -catalyzed room-temperature condensation of an alkynylbenziodoxole, a carboxylic acid, and an enolizable ketimine, which contribute to C1, CO, and C2 fragments, respectively, to the furan skeleton. The reaction tolerates a broad range of functional groups in each of the reaction components, and enables highly modular and flexible synthesis of variously substituted furans. The reaction is particularly effective for the rapid generation of tri- and tetraarylfurans and furan-containing oligoarylenes without relying on conventional cross-coupling chemistry.
通过 Pd(OAc)2 催化的炔基苯并噁唑、羧酸和烯醇化酮亚胺在室温下的缩合反应,实现了多取代呋喃的温和、区域控制合成,分别为呋喃骨架贡献了 C1、CO 和 C2 片段。该反应在反应组分的每个部分都能容忍广泛的官能团,并且能够高度模块化和灵活地合成各种取代的呋喃。该反应特别适用于快速生成三芳基和四芳基呋喃以及不含传统交叉偶联化学的呋喃稠环芳烃。