om7b00309_si_001.pdf (15.03 MB)
Palladium-Catalyzed Remote meta-Selective C–H Bond Silylation and Germanylation
journal contribution
posted on 2017-06-27, 15:20 authored by Atanu Modak, Tuhin Patra, Rajdip Chowdhury, Suman Raul, Debabrata MaitiSelective meta-C–H activation of arenes
to date has met with a limited number of functionalizations. Expanding
the horizon of meta-C–H functionalization,
herein we disclose an unprecedented meta-silylation
and -germanylation protocol by employing a simple nitrile-based directing
template. Longer linkers between the target site and the directing
template were successfully explored for meta-silylation
(sp2-ε and sp2-ζ). Additionally,
synthetic utility was demonstrated with several postsynthetic elaborations
and with a formal synthesis of TAC101, a promising drug for the treatment
of lung cancer.