Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives the cleavage of carbon-sulfur and carbon-hydrogen bonds.

Chem Sci

Department of Applied Chemistry , Faculty of Engineering , Osaka University, Suita , Osaka 565-0871 , Japan . Email: ; Email:

Published: April 2016

A new process has been developed for the palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives the cleavage of C-H and C-S bonds. In contrast to the existing methods for the synthesis of this scaffold by C-H functionalization, this new catalytic C-H/C-S coupling method does not require the presence of an external stoichiometric oxidant or reactive functionalities such as C-X or S-H, allowing its application to the synthesis of elaborate π-systems. Notably, the product-forming step of this reaction lies in an oxidative addition step rather than a reductive elimination step, making this reaction mechanistically uncommon.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477049PMC
http://dx.doi.org/10.1039/c5sc04890gDOI Listing

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