Ni-Catalyzed Enantioselective Intermolecular Hydroamination of Branched 1,3-Dienes Using Primary Aliphatic Amines

2019 ◽  
Vol 141 (37) ◽  
pp. 14814-14822 ◽  
Author(s):  
Gaël Tran ◽  
Wen Shao ◽  
Clément Mazet
Keyword(s):  
Aliphatic Amines ◽  
Primary Aliphatic Amines

Exogenous Directing Group Free, Ligand-Enabled gamma-C(sp3)–H Arylation of Free Primary Aliphatic Amines and α-Amino Esters

2019 ◽  
Author(s):  
Yongzheng Ding ◽  
Shuai Fan ◽  
Xiaoxi Chen ◽  
yuzhen gao ◽  
Gang Li
Keyword(s):  
Amino Acids ◽  
Large Scale ◽  
Free Ligand ◽  
Aliphatic Amines ◽  
Rapid Synthesis ◽  
Amino Esters ◽  
Directing Group ◽  
Large Scale Synthesis ◽  
Primary Aliphatic Amines

A Pdᴵᴵ-catalyzed, ligand-enabled gamma-C(sp3)–H arylation of free primary aliphatic amines and amino esters without using an exogenous directing group is reported. This reaction is compatible with unhindered free aliphatic amines, and it is also be applicable to the rapid synthesis of biologically and synthetically valuable unnatural α-amino acids. Large scale synthesis is also feasible using this method.<br>

Pd‐Catalyzed Regio‐ and Stereoselective sp 3 C−H Arylation of Primary Aliphatic Amines: Mechanistic Studies and Synthetic Applications

2021 ◽  
Vol 2021 (7) ◽  
pp. 1136-1145
Author(s):  
Hyeonbin Ha ◽  
Ho Jeong Choi ◽  
Hahyoun Park ◽  
Yunyeong Gwon ◽  
Jiin Lee ◽  
...  
Keyword(s):  
Aliphatic Amines ◽  
Mechanistic Studies ◽  
Primary Aliphatic Amines

Oxidation of primary aliphatic amines with sodium perborate

1989 ◽  
Vol 30 (47) ◽  
pp. 6495-6496 ◽  
Author(s):  
Walter W Zajac ◽  
Michael G Darcy ◽  
Amador P Subong ◽  
John H Buzby
Keyword(s):  
Aliphatic Amines ◽  
Sodium Perborate ◽  
Primary Aliphatic Amines

Synthesis of highly functionalized 4-amino-2-(trifluoromethyl)-1H-pyrroles

Synthesis ◽  
2021 ◽  
Author(s):  
Nilo Zanatta ◽  
Lucimara L Zachow ◽  
Mateus Mittersteiner ◽  
Estefania da Costa Aquino ◽  
Helio G Bonacorso ◽  
...  
Keyword(s):  
Single Crystal ◽  
2D Nmr ◽  
Aliphatic Amines ◽  
X Ray Diffraction ◽  
X Ray ◽  
Reaction Condition ◽  
Primary Aliphatic Amines

In this work, the reactivity of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one toward primary aliphatic amines was studied. The reaction was found to be extremely selective to synthesize a series of 1-alkyl-4-aminoalkyl-2-trifluoromethyl-1H-pyrroles (13 examples, at yields up to 90%) and a series of highly functionalized β-enaminones (6 examples, at yields up to 78%), with only the amount of amine and the reaction condition needing to be controlled. The structure of the products was unambiguously determined by single crystal X-ray diffraction and 2D NMR experiments.

Native amine-directed site-selective C(sp3)-H arylation of primary aliphatic amines with aryl iodides

2020 ◽  
Vol 31 (5) ◽  
pp. 1327-1331 ◽  
Author(s):  
Pranab K. Pramanick ◽  
Zhibing Zhou ◽  
Zhenlin Hou ◽  
Yufei Ao ◽  
Bo Yao
Keyword(s):  
Aliphatic Amines ◽  
Aryl Iodides ◽  
Site Selective ◽  
Primary Aliphatic Amines

Ab Initio-Rechnungen zur Protonenaffinität unverzweigter primärer aliphatischer Amine / Ab Initio-Calculations on the Protonaffinity of Unbranched Primary Aliphatic Amines

1984 ◽  
Vol 39 (6) ◽  
pp. 593-595
Author(s):  
Eberhard Heyne ◽  
Gerhard Raabe ◽  
Jörg Fleischhauer
Keyword(s):  
Ab Initio Calculations ◽  
Ab Initio ◽  
Proton Affinity ◽  
Positive Charge ◽  
Semiempirical Calculations ◽  
Aliphatic Amines ◽  
Semiempirical Methods ◽  
Satisfactory Correlation ◽  
Primary Aliphatic Amines

Recently we reported the results of semiempirical calculations (MNDO, MINDO/3) which led us to the conclusion, that the proton-affinity of molecules R-NH2 (R = H, CH3, C2H5, n-C3H7 and n-C4H9) is determined by the ability of the groups R to carry positive charge in the corresponding cations R-NH3+. We did extend our investigations concerning the protonaffinities of primary aliphatic amines including NH3 and performed ab initio calculations with an STO-3G basis. The results qualitatively parallel those obtained by the semiempirical methods mentioned above. In contrast to the semiempirical results we found that there is a satisfactory correlation between the Mulliken-charges of the nitrogen-atoms and of the NH2-groups and the experimental protonaffinities if NH3 is excluded.

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