scholarly journals Ni-catalyzed hydroaminoalkylation of alkynes with amines

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Wei-Wei Yao ◽  
Ran Li ◽  
Hao Chen ◽  
Ming-Kai Chen ◽  
Yu-Xin Luan ◽  
...  
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Bioactive Compounds ◽  
Building Blocks ◽  
Late Transition Metal ◽  
Allylic Amines ◽  
Formidable Challenge ◽  
Late Transition

AbstractAllylic amines are versatile building blocks in organic synthesis and exist in bioactive compounds, but their synthesis via hydroaminoalkylation of alkynes with amines has been a formidable challenge. Here, we report a late transition metal Ni-catalyzed hydroaminoalkylation of alkynes with N-sulfonyl amines, providing a series of allylic amines in up to 94% yield. Double ligands of N-heterocyclic carbene (IPr) and tricyclohexylphosphine (PCy3) effectively promote the reaction.

scholarly journals Ni-Catalyzed Hydroaminoalkylation of Alkynes with Amines

2021 ◽  
Author(s):  
Wei-Wei Yao ◽  
Ran Li ◽  
Hao Chen ◽  
Ming-Kai Chen ◽  
Yu-Xin Luan ◽  
...  
Keyword(s):  
Transition Metal ◽  
Late Transition Metal ◽  
Protecting Group ◽  
Allylic Amines ◽  
Reaction Efficiency ◽  
Formidable Challenge ◽  
Late Transition

Abstract Hydroaminoalkylations of alkenes with amines have been widely explored, while analogous reactions of alkynes have been a formidable challenge. Herein, a late transition metal nickel-catalyzed hydroaminoalkylation of alkynes with amines was developed, providing a series of allylic amines in up to 94% yield. The use of double ligands (IPr and PCy3) and bulky amino protecting group proved critical to the reaction efficiency.

Organic synthesis with the most abundant transition metal–iron: from rust to multitasking catalysts

2021 ◽  
Author(s):  
Sujoy Rana ◽  
Jyoti Prasad Biswas ◽  
Sabarni Paul ◽  
Aniruddha Paik ◽  
Debabrata Maiti
Keyword(s):  
Transition Metal ◽  
Transition Metals ◽  
Organic Synthesis ◽  
Present Review ◽  
Synthetic Chemistry ◽  
Late Transition Metals ◽  
Iron Chemistry ◽  
Late Transition

The promising aspects of iron in synthetic chemistry are being explored for three-four decades as a green and eco-friendly alternative to late transition metals. This present review unveils these rich iron-chemistry towards different transformations.

Hydrosilylation as an efficient tool for polymer synthesis and modification with methacrylates

RSC Advances ◽  
2015 ◽  
Vol 5 (8) ◽  
pp. 5879-5885 ◽  
Author(s):  
Nuttapol Risangud ◽  
Zhijian Li ◽  
Athina Anastasaki ◽  
Paul Wilson ◽  
Kristian Kempe ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Polymer Synthesis ◽  
Late Transition Metal ◽  
Efficient Tool ◽  
Silicon Compounds ◽  
Late Transition

Hydrosilylation is a well-established reaction for the preparation of organo-silicon compounds, in which vinyl groups react with silanes (Si–H) usually catalysed by late transition metal complexes, most often Pt(ii) complexes.

scholarly journals A gold-catalyzed alkyne-diol cycloisomerization for the synthesis of oxygenated 5,5-spiroketals

2011 ◽  
Vol 7 ◽  
pp. 570-577 ◽  
Author(s):  
Sami F Tlais ◽  
Gregory B Dudley
Keyword(s):  
Transition Metal ◽  
Lewis Acids ◽  
Gold Catalysis ◽  
Late Transition Metal ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Late Transition

A highly efficient synthesis of oxygenated 5,5-spiroketals was performed towards the synthesis of the cephalosporolides. Gold(I) chloride in methanol induced the cycloisomerization of a protected alkyne triol with concomitant deprotection to give a strategically hydroxylated 5,5-spiroketal, despite the potential for regiochemical complications and elimination to furan. Other late transition metal Lewis acids were less effective. The use of methanol as solvent helped suppress the formation of the undesired furan by-product. This study provides yet another example of the advantages of gold catalysis in the activation of alkyne π-systems.

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