Design,synthesis,and applications of stereospecific 1,3-diene carbonyls

作     者：Qiang Feng Shihui Wang Xingxing Ma Changqing Rao Qiuling Song Qiang Feng;Shihui Wang;Xingxing Ma;Changqing Rao;Qiuling Song

作者机构：Institute of Next Generation Matter TransformationCollege of Material Sciences&EngineeringHuaqiao UniversityXiamen 361021China Key Laboratory of Molecule Synthesis and Function DiscoveryFujian Province UniversityCollege of ChemistryFuzhou UniversityFuzhou 350108China School of Chemistry and Chemical EngineeringHenan Normal UniversityXinxiang 453007China 

出 版 物：《Science China Chemistry》 (中国科学（化学英文版）)

年 卷 期：2022年第65卷第5期

页      面：912-917页

核心收录：

学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by the National Natural Science Foundation (21772046, 21931013) Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University。 

主　　题：1,3-dienes aldehydes ketones [3+2]annulation couplings 

摘      要：The strategy toward the synthesis of various 1,3-dienals or 1,3-dienones is disclosed between diazo compounds and furans,which features metal-free,additive-free,broad functional group tolerance,and readily accessible starting materials.Notably,this strategy is applicable in both intramolecular and intermolecular protocols.Mechanistic studies suggested that the reactions undergo a cyclopropanation/rearrangement sequence.With an E/E-1,3-dienal,corresponding N-tosylhydrazones were readily prepared and subjected to phenylboronic acid to form a double bond migration product and indoles to construct a five-member ring via [3 + 2] annulation reaction.