Recent advances in cyclohydrocarbonylation reactions

2005 ◽  
Vol 83 (6-7) ◽  
pp. 681-692 ◽  
Author(s):  
Wen-Hua Chiou ◽  
Seung-Yub Lee ◽  
Iwao Ojima
Keyword(s):  
Transition Metal Complexes ◽  
Relevant Literature ◽  
Cascade Process ◽  
One Pot ◽  
Polycyclic Compounds ◽  
Carbon Nucleophiles ◽  
Recent Advances ◽  
Carbocyclic Compounds ◽  
Cascade Processes ◽  
One Step

This article describes recent advances in the cyclohydrocarbonylation reactions catalyzed by transition-metal complexes and their applications in organic synthesis as a review covering the relevant literature up to the middle of 2004. The reactions are categorized into four types, i.e., intramolecular amidocarbonylation reactions, intramolecular aminocarbonylation reactions, cyclohydrocarbonylation reactions involving carbon–nucleophiles, and other cyclohydrocarbonylation reactions. Cyclohydrocarbonylation reactions provide efficient routes to various monocyclic, bicyclic, and polycyclic compounds as a one-step cascade process or a one-pot process. Reaction mechanisms for these cascade processes are discussed as needed for clarification. The heterocyclic and carbocyclic compounds, thus obtained, can be further transformed to specific targets. Examples of such applications are also discussed.Key words: catalysis, cyclohydrocarbonylation, hydroformylation, amidocarbonylation, cyclization, regioselectivity, aldehydes, regioselective, cascade, heterocycles, rhodium.

Unconventional Transformations of Morita–Baylis–Hillman Adducts

Synthesis ◽  
2020 ◽  
Author(s):  
Xavier Companyó ◽  
Alessio Calcatelli ◽  
Alessio Cherubini-Celli ◽  
Edoardo Carletti
Keyword(s):  
Transition Metal Complexes ◽  
Short Review ◽  
Lewis Base ◽  
Base Catalysis ◽  
Allylic Alkylation ◽  
One Pot ◽  
Allylic Alkylations ◽  
Cascade Processes ◽  
Dual Activation ◽  
Trisubstituted Alkenes

Morita–Baylis–Hillman (MBH) adducts are versatile starting materials widely employed in Lewis base catalysis. A myriad of different transformations have been reported based on either allylic alkylations with stabilised nucleophiles or annulations with diverse dipolarophiles. Apart from these two conventional types of reactivity, MBH adducts have recently been implemented in alternative and complementary catalytic strategies, including: (i) one-pot and cascade transformations, where additional chemical bonds are formed following the asymmetric allylic alkylation event in a single synthetic operation; (ii) regioselective α-allylations for the synthesis of trisubstituted alkenes; and (iii) dual activation strategies, involving Lewis base catalysis together with transition metal complexes or light, enabling allylic alkylations with nonstabilised nucleophiles and cascade processes. The present Short Review summarises the most significant unconventional catalytic transformations of racemic MBH adducts reported within the last decade.1 Introduction2 Multi-Step Single-Vessel Transformations (path iii)2.1 One-Pot Transformations2.2 Cascade Transformations3 α-Allylations (path iv)3.1 SN2′ Mechanism3.2 SN2′–SN2 Mechanism3.3 Miscellaneous Mechanisms4 Dual Activation (path v)4.1 MBH Adduct as Electrophile4.2 MBH Adduct as Nucleophile5 Summary and Outlook

A Study on the Rearrangement of Dialkyl 1-Aryl-1-hydroxymethylphosphonates to Benzyl Phosphates

2020 ◽  
Vol 24 (4) ◽  
pp. 465-471 ◽  
Author(s):  
Zita Rádai ◽  
Réka Szabó ◽  
Áron Szigetvári ◽  
Nóra Zsuzsa Kiss ◽  
Zoltán Mucsi ◽  
...  
Keyword(s):  
Quantum Chemical ◽  
Room Temperature ◽  
Phase Transfer ◽  
One Pot ◽  
Substrate Dependence ◽  
Triethylbenzylammonium Chloride ◽  
One Step ◽  
The Pudovik Reaction ◽  
The One ◽  
Solid Liquid

The phospha-Brook rearrangement of dialkyl 1-aryl-1-hydroxymethylphosphonates (HPs) to the corresponding benzyl phosphates (BPs) has been elaborated under solid-liquid phase transfer catalytic conditions. The best procedure involved the use of triethylbenzylammonium chloride as the catalyst and Cs2CO3 as the base in acetonitrile as the solvent at room temperature. The substrate dependence of the rearrangement has been studied, and the mechanism of the transformation under discussion was explored by quantum chemical calculations. The key intermediate is an oxaphosphirane. The one-pot version starting with the Pudovik reaction has also been developed. The conditions of this tandem transformation were the same, as those for the one-step HP→BP conversion.

Enantiocomplementary decarboxylative hydroxylation combining photocatalysis and whole-cell biocatalysis in a one-pot cascade process

2019 ◽  
Vol 21 (8) ◽  
pp. 1907-1911 ◽  
Author(s):  
Jian Xu ◽  
Mamatjan Arkin ◽  
Yongzhen Peng ◽  
Weihua Xu ◽  
Huilei Yu ◽  
...  
Keyword(s):  
Cascade Process ◽  
One Pot ◽  
Whole Cell ◽  
Whole Cell Biocatalysis

The first demonstration of photochemo-enzymatic whole-cell one-pot enantiocomplementary decarboxylative hydroxylation.

Synthesis of biologically active heterocyclic compounds from allenic and acetylenic nitriles and related compounds

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Marthe Carine Djuidje Fotsing ◽  
Dieudonné Njamen ◽  
Zacharias Tanee Fomum ◽  
Derek Tantoh Ndinteh
Keyword(s):  
Michael Addition ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Biologically Active ◽  
Polycyclic Compounds ◽  
One Step ◽  
Pharmaceutical Properties ◽  
Related Compounds ◽  
Acetylenic Acids ◽  
The Michael Addition

Abstract Cyclic and polycyclic compounds containing moieties such as imidazole, pyrazole, isoxazole, thiazoline, oxazine, indole, benzothiazole and benzoxazole benzimidazole are prized molecules because of the various pharmaceutical properties that they display. This led Prof. Landor and co-workers to engage in the synthesis of several of them such as alkylimidazolenes, oxazolines, thiazolines, pyrimidopyrimidines, pyridylpyrazoles, benzoxazines, quinolines, pyrimidobenzimidazoles and pyrimidobenzothiazolones. This review covers the synthesis of biologically active heterocyclic compounds by the Michael addition and the double Michael addition of various amines and diamines on allenic nitriles, acetylenic nitriles, hydroxyacetylenic nitriles, acetylenic acids and acetylenic aldehydes. The heterocycles were obtained in one step reaction and in most cases, did not give side products. A brief discussion on the biological activities of some heterocycles is also provided.

scholarly journals Hydroxylated phosphines as ligands for chalcogenide clusters: self assembly, transformations and stabilization

2017 ◽  
Vol 89 (3) ◽  
pp. 379-392 ◽  
Author(s):  
Maxim N. Sokolov ◽  
Alexander V. Anyushin ◽  
Rita Hernandez-Molina ◽  
Rosa Llusar ◽  
Manuel G. Basallote
Keyword(s):  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Self Assembly ◽  
Structure Elucidation ◽  
Alkyl Chain ◽  
Chalcogenide Clusters ◽  
Recent Advances

AbstractThis contribution is a documentation of recent advances in the chemistry of chalcogenide polynuclear transition metal complexes coordinated with mono- and di-phosphines functionalized with hydroxo groups. A survey of complexes containing tris(hydroxymethyl)phosphine (THP) is presented. The influence of the alkyl chain in bidentate phosphines, bearing the P–(CH2)x–OH arms, is also analyzed. Finally, isolation and structure elucidation of the complexes with HP(OH)2, P(OH)3, As(OH)3, PhP(OH)2, stabilized by coordination to Ni(0) and Pd(0) centers embedded into chalcogenide clusters, is discussed.

scholarly journals Microwave-Assisted Vacuum Synthesis of TiO2 Nanocrystalline Powders in One-Pot, One-Step Procedure

Nanomaterials ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 149
Author(s):  
Enrico Paradisi ◽  
Roberto Rosa ◽  
Giovanni Baldi ◽  
Valentina Dami ◽  
Andrea Cioni ◽  
...  
Keyword(s):  
Photocatalytic Activity ◽  
Sol Gel ◽  
Reaction Medium ◽  
Process Intensification ◽  
Nanocrystalline Powders ◽  
Fast Heating ◽  
One Pot ◽  
Nanoparticle Suspension ◽  
Step Procedure ◽  
One Step

A new method for fast and simple synthesis of crystalline TiO2 nanoparticles with photocatalytic activity was developed by carrying out a classic sol–gel reaction directly under vacuum. The use of microwaves for fast heating of the reaction medium further reduces synthesis times. When the solvent is completely removed by vacuum, the product is obtained in the form of a powder that can be easily redispersed in water to yield a stable nanoparticle suspension, exhibiting a comparable photocatalytic activity with respect to a commercial product. The present methodology can, therefore, be considered a process intensification procedure for the production of nanotitania.

Sign in / Sign up

Export Citation Format

Share Document