scholarly journals A dual role for acetohydrazide in Pd-catalyzed controlled C(sp3)–H acetoxylation of aldehydes

RSC Advances ◽  
2020 ◽  
Vol 10 (21) ◽  
pp. 12192-12196
Author(s):  
Juan Chen ◽  
Chaolumen Bai ◽  
XingWen Tong ◽  
Dan Liu ◽  
Yong-Sheng Bao
Keyword(s):  
Dual Role ◽  
Group Approach ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
First Time

The palladium catalyzed aldehyde directed acetoxylation of C(sp3)–H bonds was realized by a transient directing group approach for the first time.

scholarly journals Palladium catalyzed regioselective B–C(sp) coupling via direct cage B–H activation: synthesis of B(4)-alkynylated o-carboranes

2016 ◽  
Vol 7 (9) ◽  
pp. 5838-5845 ◽  
Author(s):  
Yangjian Quan ◽  
Cen Tang ◽  
Zuowei Xie
Keyword(s):  
Terminal Alkynes ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
High Yields ◽  
First Time ◽  
Intermolecular Coupling

Palladium-catalyzed direct intermolecular coupling of o-carboranes with alkynyl bromides or terminal alkynes has been achieved, for the first time, with the help of a traceless directing group –COOH, leading to the synthesis of a series of new cage B(4)-alkynylated-o-carboranes in high yields with excellent regioselectivity.

Palladium-catalyzed directing group-assisted C8-triflation of naphthalenes

2016 ◽  
Vol 52 (40) ◽  
pp. 6709-6711 ◽  
Author(s):  
Zhi-Wei Yang ◽  
Qi Zhang ◽  
Yuan-Ye Jiang ◽  
Lei Li ◽  
Bin Xiao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
First Time

The transition-metal-catalyzed direct triflation of naphthyl amides and naphthyl ketones has been accomplished for the first time.

Stereospecific, Palladium-catalyzed C(sp3)–H Alkenylation and Alkynylation of a Proline Derivative Enabled by 8-Aminoquinoline as a Directing Group

2020 ◽  
Author(s):  
Aleksandra Balliu ◽  
Aaltje Roelofje Femmigje Strijker ◽  
Michael Oschmann ◽  
Monireh Pourghasemi Lati ◽  
Oscar Verho
Keyword(s):  
Carboxylic Acid ◽  
Building Blocks ◽  
Wide Range ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
High Yields ◽  
Vinyl Iodides ◽  
Initial Results

<p>In this preprint, we present our initial results concerning a stereospecific Pd-catalyzed protocol for the C3 alkenylation and alkynylation of a proline derivative carrying the well utilized 8‑aminoquinoline directing group. Efficient C–H alkenylation was achieved with a wide range of vinyl iodides bearing different aliphatic, aromatic and heteroaromatic substituents, to furnish the corresponding C3 alkenylated products in good to high yields. In addition, we were able show that this protocol can also be used to install an alkynyl group into the pyrrolidine scaffold, when a TIPS-protected alkynyl bromide was used as the reaction partner. Furthermore, two different methods for the removal of the 8-aminoquinoline auxiliary are reported, which can enable access to both <i>cis</i>- and <i>trans</i>-configured carboxylic acid building blocks from the C–H alkenylation products.</p>

Temporary (PO) directing group enabled carbazole ortho arylation via palladium catalysis

2021 ◽  
Vol 57 (16) ◽  
pp. 2021-2024
Author(s):  
Zhi-Chao Qi ◽  
Qin-Xin Lou ◽  
Yuan Niu ◽  
Shang-Dong Yang
Keyword(s):  
Palladium Catalysis ◽  
Palladium Catalyzed ◽  
Directing Group

An efficient palladium-catalyzed, temporary P(O) directing group assisted C–H bond arylation of carbazoles was achieved, accompanied by the directing group being self-shed spontaneously.

Intermolecular C–H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis

Synthesis ◽  
2021 ◽  
Author(s):  
Zheng-Yang Gu ◽  
Yang Wu ◽  
Feng Jin ◽  
Bao Xiaoguang ◽  
Ji-Bao Xia
Keyword(s):  
Carbon Monoxide ◽  
Palladium Catalysis ◽  
Computational Studies ◽  
Organic Azides ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
And Control

An atom- and step-economic intermolecular multi-component palladium-catalyzed C–H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho-directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole by-product. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis.

ChemInform Abstract: Palladium Catalyzed C-H Bond Acetoxylation: Isoxazolinyl as a Directing Group.

ChemInform ◽  
2016 ◽  
Vol 47 (44) ◽  
Author(s):  
Caiwei Geng ◽  
Minghui Jiang ◽  
Lifei Feng ◽  
Peng Jiao
Keyword(s):  
Palladium Catalyzed ◽  
Directing Group

scholarly journals Palladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C-H Acetoxylation and Alkenylation of the Arylacetamides

2019 ◽  
Author(s):  
Maryia V. Barysevich ◽  
Marharyta V. Laktsevich-Iskryk ◽  
Anastasiya V. Krech ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
One Pot ◽  
Palladium Catalyzed ◽  
Directing Group

A directing group that promotes very fast diacetoxylation of the arylacetamides is reported. The auxiliary also promotes alkenylation with vinyl ketones, which were generated in one-pot from the cyclopropanols.

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