Convenient Carbonylative Synthesis of Selenium-Substituted Vinyl Iodides: (E )-5-(Iodomethylene)-1,3-selenazolidin-2-ones

2018 ◽  
Vol 2019 (7) ◽  
pp. 1553-1556 ◽  
Author(s):  
Hai Wang ◽  
Jun Ying ◽  
Han-Jun Ai ◽  
Xiao-Feng Wu
Keyword(s):  
2020 ◽  
Author(s):  
Aleksandra Balliu ◽  
Aaltje Roelofje Femmigje Strijker ◽  
Michael Oschmann ◽  
Monireh Pourghasemi Lati ◽  
Oscar Verho

<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>


1988 ◽  
Vol 25 (11) ◽  
pp. 1229-1233 ◽  
Author(s):  
Karen V. Baker ◽  
John M. Brown ◽  
Neil A. Cooley
Keyword(s):  

2021 ◽  
Author(s):  
Jessica Rodriguez ◽  
Alexis Tabey ◽  
Sonia Ladeira ◽  
Didier Bourissou

The hemilabile Ad2P(o-C6H4)NMe2 ligand promotes fast, quantitative and irreversible oxidative addition of alkynyl and vinyl iodides to gold. The reaction is general. It works with a broad range of substrates...


2000 ◽  
Vol 65 (25) ◽  
pp. 8763-8766 ◽  
Author(s):  
Michael P. Jennings ◽  
Elizabeth A. Cork ◽  
P. Veeraraghavan Ramachandran

2012 ◽  
Vol 134 (12) ◽  
pp. 5524-5527 ◽  
Author(s):  
Patrick S. Fier ◽  
John F. Hartwig
Keyword(s):  

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