Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland.
Org Lett. 2012 Jul 6;14(13):3268-71. doi: 10.1021/ol301167q. Epub 2012 Jun 11.
A new one-pot strategy for the synthesis of phthalazines and pyridazino-aromatics starting from aromatic aldehydes has been developed. A variety of substituents ranging from electron withdrawing to donating is tolerated furnishing the desired 1,2-diazine in good to excellent yields. The products have been applied to the bidentate Lewis acid catalyzed inverse electron-demand Diels-Alder (IEDDA) reaction opening a novel two-step entry into substituted naphthalenes, such as Naproxen.
开发了一种从芳香醛出发合成邻二嗪和吡啶并芳基化合物的新型一锅法策略。各种取代基，包括吸电子和供电子取代基，都能耐受，以良好至优异的收率得到所需的 1,2-二嗪。这些产物已应用于双齿路易斯酸催化的逆电子需求 Diels-Alder (IEDDA)反应，为取代萘（如萘普生）开辟了一条新的两步法合成途径。
