Synthesis of Silylbiaryl Triflates by Chemoselective Suzuki Reaction
Moreira, Barbara V. [UNIFESP]
Muraca, Ana Carolina A. [UNIFESP]
Raminelli, Cristiano [UNIFESP]
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A modular approach for the synthesis of functionalized silylbiaryl triflates has been developed. Iodinated silylaryl triflates were prepared via a gram-scale diiodination reaction, followed by a one-flask transformation, in 42-52% overall yield. The iodinated silylaryl triflates were subjected to a novel chemoselective Suzuki reaction with arylboronic acids, using PdCl2(PPh3)(2) as catalyst and K2CO3 as base in THF/H2O (1:1) at 80 degrees C for 24 hours, which afforded silylbiaryl triflates in 47-81% yield.
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