Palladium-Catalyzed Silacyclization of (Hetero)Arenes with a Tetrasilane Reagent through Twofold C-H Activation.
The use of an operationally convenient and stable silicon reagent (octamethyl-1,4-dioxacyclohexasilane, ODCS) for the selective silacyclization of (hetero)arenes via twofold C-H activation is reported. This method is compatible with N-containing heteroarenes such as indoles and carbazoles of varying complexity. The ODCS reagent can also be utilized for silacyclization of other types of substrates, including tertiary phosphines and aryl halides. A series of mechanistic experiments and density functional theory (DFT) calculations were used to investigate the preferred pathway for this twofold C-H activation process.
['Wang|Dingyi|D|', 'Li|Mingjie|M|', 'Chen|Xiangyang|X|', 'Wang|Minyan|M|', 'Liang|Yong|Y|', 'Zhao|Yue|Y|', 'Houk|Kendall N|KN|', 'Shi|Zhuangzhi|Z|http://orcid.org/0000-0003-4571-4413']
silacyclization ODCS heteroarenes palladium silylation