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Palladium-catalyzed remote meta-selective C–H bond silylation and germanylation

Modak, Atanu, Patra, Tuhin, Chowdhury, Rajdip, Raul, Suman and Maiti, Debabrata 2017. Palladium-catalyzed remote meta-selective C–H bond silylation and germanylation. Organometallics 36 (13) , pp. 2418-2423. 10.1021/acs.organomet.7b00309

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Selective 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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: American Chemical Society
ISSN: 0276-7333
Last Modified: 06 May 2023 01:58

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