College of Chemistry & Materials Engineering , Wenzhou University , Wenzhou , Zhejiang 325035 , P. R. China.
Org Lett. 2018 May 18;20(10):3083-3087. doi: 10.1021/acs.orglett.8b01070. Epub 2018 May 9.
The first example of the palladium-catalyzed, three-component tandem reaction of 2-aminobenzonitriles, aldehydes, and arylboronic acids has been developed, providing a new approach for one-pot assembly of diverse quinazolines in moderate to good yields. A noteworthy feature of this method is the tolerance of bromo and iodo groups, which affords versatility for further synthetic manipulations. Preliminary mechanistic experiments indicate that this tandem process involves two possible mechanistic pathways for the formation of quinazolines via catalytic carbopalladation of the cyano group.
已开发出首例钯催化的 2-氨基苯甲腈、醛和芳基硼酸的三组分串联反应的实例，为多种喹唑啉的一锅法组装提供了新方法，产率中等至良好。该方法的一个显著特点是对溴和碘基的耐受性，这为进一步的合成操作提供了多功能性。初步的机理实验表明，该串联过程通过氰基的催化碳钯化形成喹唑啉涉及两种可能的机理途径。
