scholarly journals Anhydrous Titanium(III) chloride as a New Lewis-Acid Catalyst for Ring Opening of Epoxides with Aromatic Amines

2007 ◽  
Vol 2 (2) ◽  
pp. 1934578X0700200
Author(s):  
Suchitra Bhatt ◽  
Sandip K. Nayak
Keyword(s):  
Ambient Temperature ◽  
Lewis Acid ◽  
Aromatic Amines ◽  
Ring Opening ◽  
Acid Catalyst ◽  
Amino Alcohols ◽  
Azide Ion ◽  
Ring Opening Of Epoxides ◽  
Lewis Acid Catalyst

Anhydrous titanium(III) chloride was found to be a simple and efficient Lewis acid catalyst for ring opening of epoxides at ambient temperature. The reaction proceeded smoothly with anilines as well as azide ion as nucleophiles to give the corresponding β-amino alcohols and β-azido alcohols in moderate to good yields.

Mesoporous Zr-Beta zeolites prepared by a post-synthetic strategy as a robust Lewis acid catalyst for the ring-opening aminolysis of epoxides

2015 ◽  
Vol 17 (3) ◽  
pp. 1744-1755 ◽  
Author(s):  
Bo Tang ◽  
Weili Dai ◽  
Xiaoming Sun ◽  
Guangjun Wu ◽  
Naijia Guan ◽  
...  
Keyword(s):  
Mass Transfer ◽  
Catalytic Activity ◽  
Lewis Acid ◽  
Ring Opening ◽  
Acid Catalyst ◽  
Amino Alcohols ◽  
Synthetic Strategy ◽  
Beta Zeolites ◽  
Lewis Acid Catalyst ◽  
Catalytic Deactivation

Mesoporous Zr-Beta exhibits a remarkable catalytic activity and regio-selectivity to β-amino alcohols in epoxide aminolysis. Intra-crystalline mesopores greatly promote the reaction through enhanced mass transfer and suppress the catalytic deactivation.

Lewis acid catalyst-steered divergent synthesis of functionalized vicinal amino alcohols and pyrroles from tertiary enamides

2018 ◽  
Vol 5 (21) ◽  
pp. 3138-3142 ◽  
Author(s):  
Xin-Ming Xu ◽  
Chuan-Hu Lei ◽  
Shuo Tong ◽  
Jieping Zhu ◽  
Mei-Xiang Wang
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Amino Alcohols ◽  
Reaction Pathways ◽  
Lewis Acid Catalyst

We report herein two Lewis acid catalyst-steered distinct reaction pathways of N-formylmethyl tertiary enamides.

Efficient Bimetallic Catalysis of Nitrile Hydration to Amides with a Simple Pd(OAc)2 /Lewis Acid Catalyst at Ambient Temperature

2017 ◽  
Vol 2017 (14) ◽  
pp. 1870-1875 ◽  
Author(s):  
Sicheng Zhang ◽  
Haosheng Xu ◽  
Chenlin Lou ◽  
Ahmed M. Senan ◽  
Zhuqi Chen ◽  
...  
Keyword(s):  
Ambient Temperature ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Nitrile Hydration ◽  
Bimetallic Catalysis ◽  
Lewis Acid Catalyst

scholarly journals Catalytic, Transannular Carbonyl-Olefin Metathesis Reactions

2019 ◽  
Author(s):  
Paul Riehl ◽  
Daniel Nasrallah ◽  
Corinna Schindler
Keyword(s):  
Lewis Acid ◽  
Olefin Metathesis ◽  
Ring Opening ◽  
Acid Catalyst ◽  
Catalyst Design ◽  
Lewis Acid Catalysts ◽  
Complex Molecules ◽  
New Class ◽  
Metathesis Reactions ◽  
Lewis Acid Catalyst

A new class of Lewis acid-catalyzed carbonyl-olefin metathesis reactions is described that complements existing protocols for related ring-closing, ring-opening, and intermolecular transformations. These transannular carbonyl-olefin metathesis reactions rely on FeCl<sub>3</sub> as an inexpensive Lewis acid catalyst and are mechanistically distinct from previously developed protocols for ring closing, ring-opening and intermolecular metathesis. Specifically, carbonyl-ene and carbonyl-olefin metathesis reaction paths are competing to ultimately favor metathesis as the thermodynamic product. Importantly, we show that distinct Lewis acid catalysts are able to differentiate between these pathways to enable the selective formation of transannular carbonyl-ene or carbonyl-olefin metathesis products thus providing a valuable approach to the molecular editing of naturally occurring complex molecules. Additionally, these results are expected to enable further advances in catalyst design for carbonyl-olefin metathesis to ultimately develop efficient and high-yielding catalytic carbonyl olefination reactions.

scholarly journals Three-component reactions of aromatic amines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal to access N-(hetero)aryl-4,5-unsubstituted pyrroles

2020 ◽  
Vol 16 ◽  
pp. 2920-2928
Author(s):  
Wenbo Huang ◽  
Kaimei Wang ◽  
Ping Liu ◽  
Minghao Li ◽  
Shaoyong Ke ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Aromatic Amines ◽  
Acid Catalyst ◽  
Pyridine Derivative ◽  
Wide Scope ◽  
Dicarbonyl Compounds ◽  
Lewis Acid Catalyst

N-(Hetero)aryl-4,5-unsubstituted pyrroles were synthesized from (hetero)arylamines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal by using aluminum(III) chloride as a Lewis acid catalyst through [1 + 2 + 2] annulation. This new versatile methodology provides a wide scope for the synthesis of different functional N-(hetero)aryl-4,5-unsubstituted pyrrole scaffolds, which can be further derived to access multisubstituted pyrrole-3-carboxamides. In the presence of 1.2 equiv of KI, a polysubstituted pyrazolo[3,4-b]pyridine derivative was also successfully synthesized.

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