Palladium‐Catalyzed Three‐Component Reaction of Dihydrosilanes and Vinyl Iodides in the Presence of Alcohols: Rapid Assembly of Silyl Ethers of Tertiary Silanes

2018 ◽  
Vol 24 (72) ◽  
pp. 19175-19178 ◽  
Author(s):  
Weiming Yuan ◽  
Patrizio Orecchia ◽  
Martin Oestreich
Keyword(s):  
Silyl Ethers ◽  
Three Component Reaction ◽  
Palladium Catalyzed ◽  
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 Three‐Component Reaction of Allenes, Aryl Iodides, and Diazo Compounds: Approach to 1,3‐Dienes

2013 ◽  
Vol 125 (35) ◽  
pp. 9475-9478 ◽  
Author(s):  
Qing Xiao ◽  
Binglong Wang ◽  
Leiming Tian ◽  
Yang Yang ◽  
Jian Ma ◽  
...  
Keyword(s):  
Diazo Compounds ◽  
Aryl Iodides ◽  
Three Component Reaction ◽  
Palladium Catalyzed

A palladium-catalyzed three-component reaction for the preparation of quinazolin-4(3H)-imines

2012 ◽  
Vol 48 (23) ◽  
pp. 2903 ◽  
Author(s):  
Guanyinsheng Qiu ◽  
Gang Liu ◽  
Shouzhi Pu ◽  
Jie Wu
Keyword(s):  
Three Component Reaction ◽  
Palladium Catalyzed

Palladium-catalyzed three-component reaction of N-tosyl hydrazones, isonitriles and amines leading to amidines

2015 ◽  
Vol 51 (93) ◽  
pp. 16645-16647 ◽  
Author(s):  
Qiang Dai ◽  
Yan Jiang ◽  
Jin-Tao Yu ◽  
Jiang Cheng
Keyword(s):  
Three Component Reaction ◽  
Palladium Catalyzed

A palladium-catalyzed three-component reaction between N-tosyl hydrazones, aryl isonitriles and amines was developed, leading to amidines in moderate to good yields.

Regio- and Stereoselective Palladium-Catalyzed Intermolecular Three-Component Aryletherification of Terminal Allenes

Synthesis ◽  
2018 ◽  
Vol 50 (20) ◽  
pp. 4097-4103 ◽  
Author(s):  
Shufeng Chen ◽  
Xin-Xing Wu ◽  
Chenjun Wang ◽  
Wanrong Zhao ◽  
Haiying Zhao
Keyword(s):  
Steric Effect ◽  
High Selectivity ◽  
Aryl Iodides ◽  
Three Component Reaction ◽  
Palladium Catalyzed ◽  
One Step

A palladium-catalyzed three-component intermolecular aryl­etherification reaction of ferrocene-substituted allenes, aryl iodides and phenols or alcohols is reported. In this three-component reaction, two new C–C and C–O bonds are formed in one step with high regio- and stereoselectivity. The high selectivity obtained in this reaction can be attributed to the steric effect of the bulky ferrocene group.

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