2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Mediated C(sp2)-C(sp3) Cross-Dehydrogenative Coupling Reaction: α-Alkylation of Push-Pull Enamines and α-Oxo Ketene Dithioacetals

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Mediated C(sp2)-C(sp3) Cross-Dehydrogenative Coupling Reaction: α-Alkylation of Push-Pull Enamines and α-Oxo Ketene Dithioacetals
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DOI:
10.1002/adsc.201700853
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发表时间:
2017-12-19
影响因子:
5.4
通讯作者:
Yan, Jizhong
Yan, Jizhong
中科院分区:
化学2区
文献类型:
--
作者:
Cheng, Dongping;Wu, Lijun;Yan, Jizhong

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报道了在2,3-二氯-5,6-二氰基-1,4-苯二酚(DDQ)的作用下,烯胺和α-氧代酮二硫缩醛的C(sp(2))-H键与1,3-二芳基丙烯的C(sp(3))-H键的无金属交叉脱氢偶联反应。以中等到良好的产率获得了α-烷基化产物。该方法为相应产物的合成提供了一种有效的替代策略。
A novel, metal-free cross-dehydrogenative coupling (CDC) reaction of C(sp(2))-H bonds of enamines and alpha-oxo ketene dithioacetals with C(sp(3))-H bonds of 1,3-diarylpropenes mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) is reported. The alpha-alkylation products are obtained with moderate to good yields. The method provides an efficient and alternative strategy for the synthesis of the corresponding products.