A computationally designed titanium-mediated amination of allylic alcohols for the synthesis of secondary allylamines

RSC Advances ◽  
2015 ◽  
Vol 5 (102) ◽  
pp. 84284-84289 ◽  
Author(s):  
Zunming Sun ◽  
Qingxia Wang ◽  
Yi Xu ◽  
Zhihong Wang
Keyword(s):  
Allylic Alcohols ◽  
Direct Amination ◽  
Mild Conditions

A direct amination on allylic alcohols under mild conditions was enlightened by computational investigations and implemented in secondary allylamines synthesis.

ChemInform Abstract: Platinum-Catalyzed Direct Amination of Allylic Alcohols under Mild Conditions: Ligand and Microwave Effects, Substrate Scope, and Mechanistic Study.

ChemInform ◽  
2010 ◽  
Vol 41 (10) ◽  
Author(s):  
Takashi Ohshima ◽  
Yoshiki Miyamoto ◽  
Junji Ipposhi ◽  
Yasuhito Nakahara ◽  
Masaru Utsunomiya ◽  
...  
Keyword(s):  
Mechanistic Study ◽  
Allylic Alcohols ◽  
Direct Amination ◽  
Mild Conditions ◽  
Microwave Effects

Platinum-Catalyzed Direct Amination of Allylic Alcohols under Mild Conditions: Ligand and Microwave Effects, Substrate Scope, and Mechanistic Study

2009 ◽  
Vol 131 (40) ◽  
pp. 14317-14328 ◽  
Author(s):  
Takashi Ohshima ◽  
Yoshiki Miyamoto ◽  
Junji Ipposhi ◽  
Yasuhito Nakahara ◽  
Masaru Utsunomiya ◽  
...  
Keyword(s):  
Mechanistic Study ◽  
Allylic Alcohols ◽  
Direct Amination ◽  
Mild Conditions ◽  
Microwave Effects

Practical allylation with unactivated allylic alcohols under mild conditions

2021 ◽  
Author(s):  
Shuangshuang Li ◽  
Ju Qiu ◽  
Bowen Li ◽  
Zuolian Sun ◽  
Peizhong Xie ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Catalytic System ◽  
Allylic Alcohols ◽  
Mild Conditions ◽  
Accelerate Proton

A practical palladium/calcium catalytic system was developed for dehydrative allylation concerning unactivated allylic alcohols. EtOH solvent with H2O additive was identified as powerful media to accelerate proton transfer. That catalytic...

Oxidation of 2-methylpyrroles with perchlorinated iron(III) metalloporphyrin catalysts: a versatile synthesis of symmetric and asymmetric dipyrromethanes

1998 ◽  
Vol 76 (10) ◽  
pp. 1467-1473 ◽  
Author(s):  
Veranja Karunaratne ◽  
David Dolphin
Keyword(s):  
Catalytic Oxidation ◽  
Allylic Alcohols ◽  
The Novel ◽  
Efficient Synthesis ◽  
Mild Conditions ◽  
Metalloporphyrin Catalysts

A variety of substituted 2-methylpyrroles (3-8) were oxidized using the metalloporphyrin catalysts iron(III) meso-tetra(2,6-dichloro-3-sulphonatophenyl)-β-octachloroporphyrin chloride 1 and iron(III) meso-tetra(2,6-dichlorophenyl)-β-octachloroporphyrin chloride 2 under very mild conditions. Treatment of the resulting allylic alcohols 3a-8a with α-free pyrroles 9 and 10 resulted in a very efficient synthesis of the corresponding dipyrromethanes 3b-8b and 3c-8c. Furthermore, the above allylic alcohols when treated with furfurylamine produced the novel (2-furylmethyl)-2-pyrrolylmethylamines 3d-8d.Key words: catalytic oxidation, metalloporphyrins, pyrroles, dipyrromethanes, polyhalogenated porphyrins.

Efficient Redox Isomerization of Allylic Alcohols under Mild Conditions Catalyzed by Arene−Ruthenium(II) Complexes

2006 ◽  
Vol 25 (20) ◽  
pp. 4846-4849 ◽  
Author(s):  
Pascale Crochet ◽  
Mariano A. Fernández-Zúmel ◽  
José Gimeno ◽  
Marcus Scheele
Keyword(s):  
Allylic Alcohols ◽  
Mild Conditions ◽  
Redox Isomerization

ChemInform Abstract: Palladium-Catalyzed Direct Amination of Allylic Alcohols in Aqueous Media.

ChemInform ◽  
2016 ◽  
Vol 47 (43) ◽  
Author(s):  
Zhengyin Du ◽  
Yufei Yan ◽  
Ying Fu ◽  
Kehu Wang
Keyword(s):  
Aqueous Media ◽  
Allylic Alcohols ◽  
Direct Amination ◽  
Palladium Catalyzed

Palladium-catalyzed allylic C–H oxidation under simple operation and mild conditions

2019 ◽  
Vol 17 (12) ◽  
pp. 3103-3107 ◽  
Author(s):  
Yunlong Guo ◽  
Zengming Shen
Keyword(s):  
Simple System ◽  
Allylic Alcohols ◽  
Bond Functionalization ◽  
Simple Operation ◽  
Mild Conditions ◽  
Palladium Catalyzed

We discovered an effective and simple system (Pd/BQ/air/r.t.) for making allylic alcohols through Pd-catalyzed allylic C–H bond functionalization.

ChemInform Abstract: Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature.

ChemInform ◽  
2015 ◽  
Vol 46 (19) ◽  
pp. no-no
Author(s):  
Maorong Wang ◽  
Yinjun Xie ◽  
Jiawen Li ◽  
Hanmin Huang
Keyword(s):  
Room Temperature ◽  
Allylic Alcohols ◽  
Direct Amination ◽  
Palladium Catalyzed

Synthesis of γ,δ-Unsaturated Esters and Amides via Au(I)-Catalyzed Reactions of Aryl Ynol Ethers or Ynamides with Allylic Alcohols

Synthesis ◽  
2021 ◽  
Author(s):  
Souta Misawa ◽  
Asaki Miyairi ◽  
Yoshihiro Oonishi ◽  
Steven P. Nolan ◽  
Yoshihiro Sato
Keyword(s):  
Claisen Rearrangement ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Allylic Alcohols ◽  
Unsaturated Esters ◽  
Mild Conditions ◽  
Reaction Proceeds ◽  
Ynol Ethers ◽  
Catalyzed Reactions ◽  
Reaction Attack

Polarized alkynes such as ynol ethers and ynamides have attracted much attention due to their inherent unique reactivity. Herein, we report Au(I)-catalyzed hydroalkoxylation/Claisen rearrangement cascade reactions of aryl ynol ethers and ynamides with allylic alcohols. At the first stage (hydroalkoxylation) of this cascade reaction, attack of allylic alcohols to aryl ynol ethers or ynamides occurs at the α-position of the polarized alkynes in an entirely regioselective manner. Claisen rearrangement of the resulting adducts subsequentially takes place to give γ,δ-unsaturated esters or amides, respectively. The [Au(IPr)NTf2] catalyst is most effective for this reaction, and the reaction proceeds under mild conditions (in the case of aryl ynol ether: in THF, 60 °C; in the case of ynamides: in toluene, 80 °C) in an atom-economical way.

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