Rahman Aliyaah J M, Finck Lucie, Obermayer Wolfgang, Oestreich Martin
Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 115, 10623 Berlin, Germany.
Org Lett. 2022 Dec 16;24(49):9118-9122. doi: 10.1021/acs.orglett.2c03798. Epub 2022 Dec 5.
A transition-metal-free protocol for the arylation of -phenyl- and -benzoyl-substituted, benzaldehyde-derived imine derivatives with functionalized aryl pronucleophiles is reported. The aryl nucleophiles are released from silicon-protected aryl-substituted diazenes by desilylation with potassium trimethylsilanolate concomitant with the loss of dinitrogen. A broad range of functional groups is tolerated in the aryl nucleophile but, depending upon their electronic effect, require specific groups at the imine nitrogen atom.
报道了一种无过渡金属的方法，用于使具有官能化芳基亲核前体的对苯基和苯甲酰基取代的苯甲醛衍生的亚胺衍生物进行芳基化反应。芳基亲核试剂通过用三甲基硅醇钾进行脱硅反应从硅保护的芳基取代的重氮化合物中释放出来，同时伴随氮气的损失。芳基亲核试剂中能耐受多种官能团，但根据它们的电子效应，在亚胺氮原子处需要特定的基团。
