Department of Chemistry , Indian Institute of Technology Madras , Chennai 600036 , Tamil Nadu , India.
Org Lett. 2018 Apr 6;20(7):1982-1986. doi: 10.1021/acs.orglett.8b00533. Epub 2018 Mar 20.
A Ru(II)-catalyzed, redox-free, two-fold aromatic/allylic C-H bond activation of aromatic acids with allylic acetates to give ( Z)-3-ylidenephthalides is described. In the reaction, H was formed as a side product. The detailed mechanistic investigation and DFT studies including the transition-state analysis support the postulate that the C-H allylation takes place at the ortho position of aromatic acids with allylic acetates followed by intramolecular cyclization at the allylic C(sp)-H via a π-allylruthenium intermediate.
描述了一种 Ru(II)催化、无氧化还原、双重芳基/烯丙基 C-H 键活化芳基酸与烯丙基乙酸酯生成（Z）-3-亚基邻苯二甲酸酐的反应。在反应中，形成了 H 作为副产物。详细的机理研究和 DFT 研究，包括过渡态分析，支持了 C-H 烯丙基化发生在芳基酸的邻位与烯丙基乙酸酯，然后通过π-烯丙基钌中间体在烯丙基 C(sp)-H 内分子环化的假设。
