scholarly journals Synthetic Utility of One-Pot Chemoenzymatic Reaction Sequences

Synlett ◽  
2019 ◽  
Vol 31 (03) ◽  
pp. 230-236 ◽  
Author(s):  
Tyler J. Doyon ◽  
Alison R. H. Narayan
Keyword(s):  
Reaction Vessel ◽  
Synthetic Methods ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Synthetic Utility ◽  
Molecular Complexity ◽  
Reaction Processes ◽  
Single Reaction ◽  
Sustained Increase

In recent years, there has been a rapid and sustained increase in the development and use of one-pot chemoenzymatic reaction processes for the efficient synthesis of high-value molecules. This strategy can provide a number of advantages over traditional synthetic methods, including high levels of selectivity in reactions, mild and sustainable reaction conditions, and the ability to rapidly build molecular complexity in a single reaction vessel. Here, we present several examples of chemoenzymatic one-pot reaction sequences that demonstrate the diversity of transformations that can be incorporated in these processes.

Visible-Light Photoredox-Catalyzed Cascade Reaction for the Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Oxidative Aromatization ◽  
Activated Olefins ◽  
Catalyzed Oxidation

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.

A palladium-catalyzed cascade process for spirooxindole: an alternative way for the synthesis of spiro(indoline-3,2′-quinazolin)-2-ones

2021 ◽  
Author(s):  
Abhilash Sharma ◽  
Dhiraj Dutta ◽  
Pranjal Gogoi
Keyword(s):  
Reaction Vessel ◽  
Cascade Process ◽  
One Pot ◽  
Arylboronic Acids ◽  
One Pot Synthesis ◽  
Synthetic Strategy ◽  
Palladium Catalyzed ◽  
Single Reaction

A palladium-catalyzed synthetic strategy has been developed for one-pot synthesis of functionalized spiro(indoline-3,2′-quinazolin)-2-one derivatives from 2-aminobenzonitriles, arylboronic acids and isatins. This cascade strategy proceeds via successive C–C and two C–N bond formations in a single reaction vessel.

A one-pot synthesis of 2,2′-disubstituted diindolylmethanes (DIMs) via a sequential Sonogashira coupling and cycloisomerization/C3-functionalization of 2-iodoanilines

2017 ◽  
Vol 15 (33) ◽  
pp. 6997-7007 ◽  
Author(s):  
Anirban Kayet ◽  
Vinod K. Singh
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis

Pd(ii)–Ag(i) catalysed, highly efficient synthesis of diindolylmethanes under mild reaction conditions, with six new bonds being formed in a one-pot fashion, and the products being transformed into synthetically useful compounds.

Nanofibre Sepiolite Catalyzed Green and Rapid Synthesis of 2-Amino-4H-chromene Derivatives

2018 ◽  
Vol 71 (1) ◽  
pp. 32 ◽  
Author(s):  
Arezou Mohammadinezhad ◽  
Batool Akhlaghinia
Keyword(s):  
Column Chromatography ◽  
Present Method ◽  
Simple Procedure ◽  
Reaction Times ◽  
Significant Decline ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Rapid Synthesis ◽  
One Pot ◽  
Highly Efficient

Nanofibre sepiolite catalyzed the rapid, clean, and highly efficient synthesis of 2-amino-4H-chromene derivatives by a one-pot, three-component condensation of a series of aldehydes, various enolizable C–H bonds (such as dimedone, α-naphthol, resorcinol, and 4-hydroxy-2H-chromen-2-one), and malononitrile in a mixture of water/ethanol. The present method offers several advantages such as high to excellent yields, short reaction times, mild reaction conditions, simple procedure, use of inexpensive, non-toxic, and naturally available catalyst, easy isolation of the products, and no need for column chromatography. The catalyst could be easily separated from the reaction mixture and can be reused for many consecutive trials without a significant decline in its reactivity.

scholarly journals Combined heterogeneous metal/organic catalysts for eco-friendly synthesis

2015 ◽  
Vol 87 (9-10) ◽  
pp. 1011-1019 ◽  
Author(s):  
Armando Córdova
Keyword(s):  
Reaction Vessel ◽  
Sustainable Chemistry ◽  
Selective Synthesis ◽  
One Pot ◽  
Complex Molecules ◽  
Metal Organic ◽  
Quaternary Stereocenters ◽  
Catalyst Systems ◽  
Multiple Relay ◽  
Single Reaction

AbstractThe interplay and synergistic cooperation between homogeneous and heterogeneous catalyst systems is of utmost importance in nature. It is also applied in chemical synthesis. Here, it can allow for new reactivity, which is not possible by the employment of a single catalyst, and promote the catalysis of multiple transformations in a one-pot sequence. This could overall lead to novel reactions and the development of sustainable chemistry. In this context, a versatile and broad synergistic strategy for the selective synthesis of valuable molecules with variable complexity and under eco-friendly conditions is disclosed. It is based on integrated heterogeneous metal/organo multiple relay catalysis, which is performed in a single reaction vessel, and allows for the assembly of complex molecules (e.g., heterocycles and carbocycles) with up to three quaternary stereocenters in a highly enantioselective fashion from simple alcohols and air/O2.

scholarly journals One-Step Synthesis of Acylboron Compounds via Cu-Catalyzed Carbonylative Borylation of Alkyl Halides

2020 ◽  
Author(s):  
Cheng Li-Jie ◽  
Zhao Siling ◽  
Neal Mankad
Keyword(s):  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Mechanistic Studies ◽  
Acyl Halide ◽  
Reaction Conditions ◽  
One Pot ◽  
One Step ◽  
High Yields ◽  
Tertiary Alkyl

A Cu-catalyzed carbonylative borylation of unactivated alkyl halides has been developed, enabling efficient synthesis of aliphatic potassium acyltrifluoroborates (KATs) in high yields by treating the in-situ formed tetracoordinated acylboron intermediates with aqueous KHF2. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary and tertiary alkyl halides are all applicable. In addition, this method also provides facile access to N-methyliminodiacetyl (MIDA) acylboronates as well as α-methylated potassium acyltrifluoroborates in a one-pot manner. Mechanistic studies indicate a radical atom transfer carbonylation (ATC) mechanism to form acyl halide intermediates that are subsequently borylated by (NHC)CuBpin.<br>

Straightforward and Expeditious One-Pot Tandem Synthesis of 3,5-Diaryl-1,2,4-Selenadiazoles from Aryl Nitriles

Synthesis ◽  
2019 ◽  
Vol 51 (22) ◽  
pp. 4279-4283
Author(s):  
Sahar Majnooni ◽  
Zainab Almansaf ◽  
Miu Tsuji ◽  
Ahmad R. Khosropour ◽  
Hassan Zali-Boeini ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Oxidative Dimerization ◽  
Reaction Conditions ◽  
One Pot ◽  
Aryl Nitriles ◽  
Dimerization Reaction ◽  
Tandem Synthesis ◽  
Operational Simplicity

A one-pot process for the efficient synthesis of 3,5-diaryl-1,2,4-selenadiazoles from aryl nitriles has been developed. This tandem transformation was performed in excellent yields (91–98%) via in situ selenoamidation and a subsequent oxidative dimerization reaction. This method features relatively mild reaction conditions, operational simplicity, straightforward separation of the products, and the utilization of inexpensive reagents.

Amines via Hydroaminomethylation: An Updated Overview

2021 ◽  
Vol 25 ◽  
Author(s):  
Carmela G. Arena
Keyword(s):  
Large Scale ◽  
Synthetic Methods ◽  
Catalytic Process ◽  
Scale Production ◽  
Tertiary Amines ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Large Scale Production ◽  
The Cost

: Aliphatic secondary and tertiary amines are widely used in the production of pharmaceuticals, agrochemicals, dyes, surfactants and rubber chemicals. Most traditional synthetic methods are often unsuitable for large-scale production due to poor selectivity, harsh reaction conditions and the cost of starting materials. In this context, hydroaminomethylation (HAM) is a very attractive catalytic process with high atom economy that starts from inexpensive reagents, such as alkenes. This review aims to provide an updated overview of hydroaminomethylation as a useful tool for synthesizing aliphatic secondary and tertiary amines. Therefore, the discussion will focus on both unsaturated starting compounds and the amines obtained by this one-pot reaction.

scholarly journals Efficient synthesis of dihydropyrimidinones via a three-component Biginelli-type reaction of urea, alkylaldehyde and arylaldehyde

2013 ◽  
Vol 9 ◽  
pp. 2846-2851 ◽  
Author(s):  
Haijun Qu ◽  
Xuejian Li ◽  
Fan Mo ◽  
Xufeng Lin
Keyword(s):  
Molecular Iodine ◽  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Type Reaction ◽  
Reaction Proceeds ◽  
Phosphoric Acids ◽  
Substituted Urea

A one-pot three-component synthesis of dihydropyrimidinones via a molecular iodine-catalyzed tandem reaction of simple readily available mono-substituted urea, alkylaldehyde, and arylaldehyde has been developed. The reaction proceeds with high chemo- and regioselectivity to give highly diverse dihydropyrimidinones in reasonable yields under mild reaction conditions. Moreover, the first catalytic enantioselective version of this reaction was also realized by using chiral spirocyclic SPINOL-phosphoric acids.

Efficient Synthesis of Arylaldehyde Oxime Ethers Functionalised with 3,4-dihydropyrimidinones and 2,5-quinazolinediones via a One-pot Two-step Method

2013 ◽  
Vol 37 (1) ◽  
pp. 30-33 ◽  
Author(s):  
Zheng-Jun Quan ◽  
Xue-Hong Tang ◽  
Yu-Xia Da ◽  
Zhang Zhang ◽  
Xi-Cun Wang
Keyword(s):  
Simple Procedure ◽  
Efficient Synthesis ◽  
Step Method ◽  
Reaction Conditions ◽  
One Pot

New arylahdehyde oxime ethers functionalised with N3-3,4-dihydropyrimidinone and 2,5-quinazolinedione groups were synthesised in moderate to good yields by the reaction of the corresponding 3,4-dihydropyrimidinones and quinazolinediones with paraformaldehyde and arylaldehyde oximes via a one-pot two-step strategy in the presence of chlorotrimethylsilane. The advantages of this method are the simple procedure, the high regioselectivity of the products and the mild reaction conditions.

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