Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels–Alder Reaction Followed by Photoinduced Ring-Opening
作者:Julia Ruhl、Sebastian Ahles、Marcel A. Strauss、Christopher M. Leonhardt、Hermann A. Wegner
DOI:10.1021/acs.orglett.1c00249
日期:2021.3.19
The combination of a Lewis acid-catalyzed inverse electron-demand Diels–Alder (IEDDA) reaction with a photoinduced ring-opening (PIRO) reaction in a domino process has been established as an efficient synthetic method to access medium-sized carbocycles. From readily available electron-rich and electron-poor phthalazines and enamines, respectively, as starting materials, various 9- and 11-membered carbocycles
在多米诺骨牌工艺中,路易斯酸催化的逆电子需求Diels-Alder反应(IEDDA)与光致开环(PIRO)反应的结合已被确立为一种访问中型碳环化合物的有效合成方法。从容易获得的富电子和贫电子的酞嗪和烯胺分别作为起始原料,制备了各种9元和11元碳环。这种多功能的无过渡金属工具对于拓宽生物活性化合物和功能材料的结构空间将具有宝贵的价值。