Department of Chemistry, National Taiwan University , Taipei 106, Taiwan.
J Org Chem. 2017 Aug 4;82(15):8290-8295. doi: 10.1021/acs.joc.7b01325. Epub 2017 Jul 24.
A (2+2+2) modular synthesis of multisubstituted quinazolines has been realized by the direct reaction of aryldiazonium salts with two equivalent of nitriles. Reaction of aryldiazonium salt with a nitrile provides the initial formation of a reactive nitrilium ion, which is attacked by another molecule of nitrile followed by electrophilic cyclization to deliver the desired product. Notable flexibility in the substitution patterns, readily available substrates, short reaction time, transition metal-free, and gram-scale synthesis are the advantages of this method.
通过芳基重氮盐与两当量的腈的直接反应，实现了多取代喹唑啉的（2+2+2）模块化合成。芳基重氮盐与腈反应生成初始活性的腈鎓离子，该离子被另一个腈分子进攻，随后进行亲电环化，得到所需产物。该方法具有取代模式灵活、底物易得、反应时间短、无需过渡金属以及可进行克级规模合成等优点。
