Synthesis of (E, E)-Dienones and (E, E)-Dienals via Palladium-Catalyzed γ,δ-Dehydrogenation of Enones and Enals

被引:10
|
作者
Pan, Gao-Fei [1 ]
Zhang, Xing-Long [1 ]
Zhu, Xue-Qing [1 ]
Guo, Rui-Li [1 ]
Wang, Yong-Qiang [1 ]
机构
[1] Northwest Univ, Coll Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, Xian 710069, Shaanxi, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H ACTIVATION; DIRECT BETA-ARYLATION; DIELS-ALDER REACTIONS; AEROBIC ALPHA; BETA-DEHYDROGENATION; 1,4-CONJUGATE ADDITION; CONJUGATED DIENONES; ALDEHYDES; KETONES; DEHYDROGENATION; ISOMERIZATION;
D O I
10.1016/j.isci.2019.09.027
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
A new strategy for the synthesis of conjugated (E,E)-dienones and (E, E)-dienals via a palladium-catalyzed aerobic gamma,delta-dehydrogenation of enones and enals has been developed. The method can be employed in the direct and efficient synthesis of various (E,E)-dienones and (E,E)-dienals, including non-substituted alpha-, beta-, and gamma- and/or delta-substituted (E,E)-dienones and (E,E)-dienals. The protocol is featured by the ready accessibility and elaboration of the starting materials, good functional group compatibility, and mild reaction conditions. Furthermore, the reaction is of complete E,E-stereoselectivity and uses molecular oxygen as the sole clean oxidant.
引用
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页码:229 / +
页数:90
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