Room-temperature synthesis of trisubstituted allenylsilanes via regioselective C-H functionalization.
A Rh(III)-catalyzed o-C-H bond functionalization-based allenylation reaction of allenylsilanes 2 with N-methoxybenzamides 1 affords poly-substituted allenylsilanes with a wide range of attractive functional groups in moderate to excellent yields under very mild conditions (20 °C, compatible with ambient air and moisture). Those products may be transformed to different products with attractive structural features. Careful mechanistic studies suggest the reaction proceeds via o-rhodation, regioselective insertion, and β-H elimination.
Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University , Hangzhou 310027, Zhejiang, P. R. China.
Rong
R
Zeng
Shangze
S
Wu
Chunling
C
Fu
Shengming
S
Ma