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

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

机构地区：[1]Institute of Next Generation Matter Transformation,College of Material Sciences&Engineering,Huaqiao University,Xiamen 361021,China [2]Key Laboratory of Molecule Synthesis and Function Discovery,Fujian Province University,College of Chemistry,Fuzhou University,Fuzhou 350108,China [3]School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

出　　处：《Science China Chemistry》2022年第5期912-917,共6页中国科学（化学英文版）

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

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.

关 键 词：1 3-dienes ALDEHYDES KETONES [3+2]annulation COUPLINGS 

分 类 号：O621.3[理学—有机化学]