Synthesis of 1-trimethylsilyl 1,3-dienes by the palladium-catalyzed reaction of trimethylvinylsilane with vinyl iodides/silver nitrate or vinyl triflates

1988 ◽  
Vol 53 (21) ◽  
pp. 4909-4914 ◽  
Author(s):  
Kostas Karabelas ◽  
Anders Hallberg
Keyword(s):  
Silver Nitrate ◽  
Palladium Catalyzed ◽  
Vinyl Triflates ◽  
Vinyl Iodides

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>

Palladium-Catalyzed Synthesis of Δ2-Isoxazoline from Toluene Derivatives Enabled by the Triple Role of Silver Nitrate

2015 ◽  
Vol 17 (22) ◽  
pp. 5718-5721 ◽  
Author(s):  
Chengliang Li ◽  
Hongmei Deng ◽  
Chunju Li ◽  
Xueshun Jia ◽  
Jian Li
Keyword(s):  
Silver Nitrate ◽  
Palladium Catalyzed

The effect of added silver nitrate on the palladium-catalyzed arylation of allyltrimethylsilanes

1985 ◽  
Vol 50 (20) ◽  
pp. 3896-3900 ◽  
Author(s):  
Kostas Karabelas ◽  
Christer Westerlund ◽  
Anders Hallberg
Keyword(s):  
Silver Nitrate ◽  
Palladium Catalyzed

scholarly journals Palladium catalyzed carbonylative generation of potent, pyridine-based acylating electrophiles for the functionalization of arenes to ketones

2020 ◽  
Vol 11 (32) ◽  
pp. 8610-8616 ◽  
Author(s):  
Yi Liu ◽  
Angela M. Kaiser ◽  
Bruce A. Arndtsen
Keyword(s):  
Palladium Catalyzed ◽  
Vinyl Triflates

A palladium catalyzed approach to the overall carbonylative functionalization of arenes to form ketones with aryl- and vinyl-triflates is described.

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