Synthesis of Amides and Esters by Palladium(0)‐Catalyzed Carbonylative C(sp 3 )−H Activation

Autor: Olivier Baudoin, Tomáš Čarný, Antonin Clemenceau, Ronan Rocaboy

Publikováno v: Angewandte Chemie. 132:19142-19146

The 1,4-palladium shift strategy allows the functionalization of remote C-H bonds that are difficult to reach directly. Reported here is a domino reaction proceeding by C(sp3)-H activation, 1,4-palladium shift, and amino- or alkoxycarbonylation, whic

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9b1f80949a4dd89adba81d69826ed616
https://doi.org/10.1002/ange.202007922

Domino Pd0 -Catalyzed C(sp3 )-H Arylation/Electrocyclic Reactions via Benzazetidine Intermediates

Autor: Florian Zellweger, Olivier Baudoin, Markus Neuburger, Christophe Salomé, David Dailler, Eric Clot, Ronan Rocaboy

Publikováno v: Angewandte Chemie International Edition
Angewandte Chemie International Edition, Wiley-VCH Verlag, 2018, 57 (37), pp.12131-12135. ⟨10.1002/anie.201807097⟩

The Pd0 -catalyzed C(sp3 )-H arylation of 2-bromo-N-methylanilides leads to unstable benzazetidine intermediates that rearrange to benzoxazines through 4π electrocyclic ring-opening and 6π electrocyclization. The introduction of a bulky, non-activa

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1402845f948fb5acac0eb8ec41a44e48
https://doi.org/10.1002/ange.201807097

1,4-Palladium Shift/C(sp

Autor: Ronan, Rocaboy, Olivier, Baudoin

Publikováno v: Organic letters. 21(5)

1, n-Metal shift is an elegant alternative approach enabling the functionalization of remote C-H bonds from simple precursors. In this work, we report a novel and simple Pd

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::cb137741a03317e6b38c793e3def25a3
https://pubmed.ncbi.nlm.nih.gov/30735399

Redox-Neutral Coupling between Two C(sp3)-H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles

Autor: Ioannis Anastasiou, Olivier Baudoin, Ronan Rocaboy

The intramolecular coupling of two C(sp3 )-H bonds to forge a C(sp3 )-C(sp3 ) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3 )-C(sp3 ) cross-dehydrogenative couplings, this reaction operates under redox-neu

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2851ce21ad25723edc3c5ba6da4e0498

A Four-Step Synthesis of (±)-γ-Lycorane via Pd

Autor: Ronan, Rocaboy, David, Dailler, Olivier, Baudoin

Publikováno v: Organic letters. 20(3)

An expedient synthesis of lycorine alkaloids is reported using a palladium(0)-catalyzed double C-X/C-H arylation as the key step. The selectivity of this reaction was controlled through the judicious choice of the two halogen atoms, and its generalit

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::6ab256188625345b8c2cac64e2c3e159
https://pubmed.ncbi.nlm.nih.gov/29345138