Construction of Annulated Spiro[4.4]-nonane-diones via the Tandem [4 + 2]-Cycloaddition/Aromatization Reaction
作者:Konstantin S. Ivanov、Denis E. Samburskiy、Leila V. Zargarova、Vladislav Yu. Komarov、Evgeny A. Mostovich
DOI:10.1021/acs.joc.3c00981
日期:2023.8.4
A method for the synthesis of both symmetric and asymmetric fused spiro[4.4]-nonane-dione derivatives has been developed. It is based on a Diels–Alder reaction of spiro[4.4]nona-2,7-diene-1,6-dione as a dienophile component followed by immediate aromatization of the adduct. An active diene component can be generated using the tetrabromoxylene/NaI system, the 1,3-diphenylisobenzofuran/BF3 system, or
开发了一种合成对称和不对称稠合螺[4.4]-壬烷二酮衍生物的方法。它基于螺[4.4]nona-2,7-二烯-1,6-二酮作为亲二烯体组分的狄尔斯-阿尔德反应,然后立即对加合物进行芳构化。活性二烯组分可以使用四溴二甲苯/NaI体系、1,3-二苯基异苯并呋喃/BF 3体系或取代旋风分离器来产生。