Cargando…
Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds
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 requi...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2016
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477049/ https://www.ncbi.nlm.nih.gov/pubmed/28660030 http://dx.doi.org/10.1039/c5sc04890g |
_version_ | 1783244713232433152 |
---|---|
author | Tobisu, Mamoru Masuya, Yoshihiro Baba, Katsuaki Chatani, Naoto |
author_facet | Tobisu, Mamoru Masuya, Yoshihiro Baba, Katsuaki Chatani, Naoto |
author_sort | Tobisu, Mamoru |
collection | PubMed |
description | 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 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. |
format | Online Article Text |
id | pubmed-5477049 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-54770492017-06-28 Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds Tobisu, Mamoru Masuya, Yoshihiro Baba, Katsuaki Chatani, Naoto Chem Sci Chemistry 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 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. Royal Society of Chemistry 2016-04-01 2016-01-21 /pmc/articles/PMC5477049/ /pubmed/28660030 http://dx.doi.org/10.1039/c5sc04890g Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Tobisu, Mamoru Masuya, Yoshihiro Baba, Katsuaki Chatani, Naoto Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds |
title | Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds
|
title_full | Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds
|
title_fullStr | Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds
|
title_full_unstemmed | Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds
|
title_short | Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds
|
title_sort | palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon–sulfur and carbon–hydrogen bonds |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477049/ https://www.ncbi.nlm.nih.gov/pubmed/28660030 http://dx.doi.org/10.1039/c5sc04890g |
work_keys_str_mv | AT tobisumamoru palladiumiicatalyzedsynthesisofdibenzothiophenederivativesviathecleavageofcarbonsulfurandcarbonhydrogenbonds AT masuyayoshihiro palladiumiicatalyzedsynthesisofdibenzothiophenederivativesviathecleavageofcarbonsulfurandcarbonhydrogenbonds AT babakatsuaki palladiumiicatalyzedsynthesisofdibenzothiophenederivativesviathecleavageofcarbonsulfurandcarbonhydrogenbonds AT chataninaoto palladiumiicatalyzedsynthesisofdibenzothiophenederivativesviathecleavageofcarbonsulfurandcarbonhydrogenbonds |