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

ABSTRACT: A new process has been developed for the palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via 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 ?-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.

SUBMITTER: Tobisu M

PROVIDER: S-EPMC5477049 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives <i>via</i> the cleavage of carbon-sulfur and carbon-hydrogen bonds.

Tobisu Mamoru M Masuya Yoshihiro Y Baba Katsuaki K Chatani Naoto N

Chemical science 20160121 4

A new process has been developed for the palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives <i>via</i> 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-form ...[more]

PMID: 28660030

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