Transition-metal-catalyzed multicomponent coupling reactions with imines and carbon monoxide

2013 ◽  
Vol 85 (2) ◽  
pp. 377-384 ◽  
Author(s):  
Jeffrey S. Quesnel ◽  
Bruce A. Arndtsen
Keyword(s):  
Transition Metal ◽  
Building Blocks ◽  
Coupling Reactions ◽  
Metal Catalysis ◽  
Heterocyclic Derivatives ◽  
One Step ◽  
Multicomponent Coupling Reactions ◽  
Metal Catalyzed ◽  
And Control ◽  
Multicomponent Coupling

Multicomponent coupling reactions provide a method to combine several substrates in a single reaction. When coupled with transition-metal catalysis, these reactions can be used to both activate and control the assembly of multiple simple building blocks directly into useful products. This account will describe our work in this area, with a focus on the use of palladium catalysis as a tool to couple imines and CO with other substrates into a range of heterocyclic derivatives in one-step reactions.

Metallaphotoredox Catalysis for Multicomponent Coupling Reactions

2021 ◽  
Author(s):  
Wen-Jing Xiao ◽  
Fu-Dong Lu ◽  
Gui-Feng He ◽  
Liang-Qiu Lu
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Coupling Reactions ◽  
Complex Molecules ◽  
Metal Catalysis ◽  
Mild Conditions ◽  
Multicomponent Coupling Reactions ◽  
Multicomponent Coupling

The combination of photoredox and transition metal catalysis, which is termed metallaphotoredox catalysis, is a powerful platform for building complex molecules under mild conditions. In particular, metallaphotoredox-catalyzed multicomponent coupling reactions,...

scholarly journals Transition-metal-catalyzed synthesis of phenols and aryl thiols

2017 ◽  
Vol 13 ◽  
pp. 589-611 ◽  
Author(s):  
Yajun Liu ◽  
Shasha Liu ◽  
Yan Xiao
Keyword(s):  
Transition Metal ◽  
Biological Activities ◽  
Building Blocks ◽  
Coupling Reactions ◽  
New Methods ◽  
Substantial Progress ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Powerful Strategy ◽  
Made In

Phenols and aryl thiols are fundamental building blocks in organic synthesis and final products with interesting biological activities. Over the past decades, substantial progress has been made in transition-metal-catalyzed coupling reactions, which resulted in the emergence of new methods for the synthesis of phenols and aryl thiols. Aryl halides have been extensively studied as substrates for the synthesis of phenols and aryl thiols. In very recent years, C–H activation represents a powerful strategy for the construction of functionalized phenols directly from various arenes. However, the synthesis of aryl thiols through C–H activation has not been reported. In this review, a brief overview is given of the recent advances in synthetic strategies for both phenols and aryl thiols.

Aryne-Based Multicomponent Coupling Reactions

Synlett ◽  
2020 ◽  
Vol 31 (08) ◽  
pp. 750-771
Author(s):  
Daesung Lee ◽  
Sourav Ghorai
Keyword(s):  
Multicomponent Reactions ◽  
Chemical Space ◽  
Alder Reaction ◽  
Diels Alder ◽  
Coupling Reactions ◽  
Fused Heterocycles ◽  
Diels Alder Reaction ◽  
Multicomponent Coupling Reactions ◽  
Metal Catalyzed ◽  
Multicomponent Coupling

Multicomponent reactions (MCRs) constitute a powerful synthetic tool to generate a large number of small molecules with high atom economy, which thus can efficiently expand the chemical space with molecular diversity and complexity. Aryne-based MCRs offer versatile possibilities to construct functionalized arenes and benzo-fused heterocycles. Because of their electrophilic nature, arynes couple with a broad range of nucleophiles. Thus, a variety of aryne-based MCRs have been developed, the representative of which are summarized in this account.1 Introduction2 Aryne-Based Multicomponent Reactions2.1 Trapping with Isocyanides2.2 Trapping with Imines2.3 Trapping with Amines2.4 Insertion into π-Bonds2.5 Trapping with Ethers and Thioethers2.6 Trapping with Carbanions2.7 Transition-Metal-Catalyzed Approaches3 Strategies Based on Hexadehydro Diels–Alder Reaction3.1 Dihalogenation3.2 Halohydroxylation and Haloacylation3.3 Amides and Imides3.4 Quinazolines3.5 Benzocyclobutene-1,2-diimines and 3H-Indole-3-imines3.6 Other MCRs of Arynes and Isocyanides4 Conclusion

scholarly journals Catalytic bismetallative multicomponent coupling reactions: scope, applications, and mechanisms

2014 ◽  
Vol 43 (13) ◽  
pp. 4368-4380 ◽  
Author(s):  
Hee Yeon Cho ◽  
James P. Morken
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Coupling Reactions ◽  
Multicomponent Coupling Reactions ◽  
Multicomponent Coupling

This review covers the bis-metallative coupling of unsaturated functional groups under the agency of transition metal catalysts.

Recent Advances in Decarboxylative Conversions of Cyclic Carbonates and Beyond

Synthesis ◽  
2021 ◽  
Author(s):  
Biwei Yan ◽  
Wusheng Guo
Keyword(s):  
Transition Metal ◽  
Catalytic System ◽  
Research Work ◽  
Building Blocks ◽  
Short Review ◽  
Transition Metal Catalysis ◽  
Cyclic Carbonates ◽  
Metal Catalysis ◽  
Recent Advances ◽  
Metal Catalyzed

Functionalized cyclic organic carbonates have emerged as valuable building blocks for the construction of interesting and useful molecules upon decarboxylation under transition metal catalysis in recent years. With suitable catalytic system, the development of chemo-, regio-, stereo- and enantioselective methods for the synthesis of useful and interesting compounds has advanced greatly. On the basis of previous research work on this topic, this short review will highlight the synthetic potential of cyclic carbonates under transition metal catalysis in last two years. 1 Introduction 2 Transition metal catalyzed decarboxylation of vinyl cyclic carbonates 3 Zwitterionic enolate chemistry based on transition metal catalysis 4 Decarboxylation of alkynyl cyclic carbonates and dioxazolones 5 Conclusions and perspectives

Reactions of Arynes Involving Transition-Metal Catalysis

Synthesis ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 4414-4433 ◽  
Author(s):  
Xuefeng Jiang ◽  
Minghao Feng
Keyword(s):  
Transition Metal ◽  
Multicomponent Reactions ◽  
Building Blocks ◽  
Short Review ◽  
Aromatic Rings ◽  
Metal Catalysis ◽  
Cascade Cyclizations ◽  
Catalyzed Reactions ◽  
Metal Catalyzed ◽  
Harsh Conditions

Arynes are important building blocks for introducing aromatic rings into molecules and they are frequently utilized in syntheses. Historically, arynes were generated under harsh conditions and this limited their use. Arynes can now be generated under milder conditions, e.g. from 2-(trimethylsilyl)phenyl triflate, and utilized in transition-metal­ catalyzed reactions such as [2+2+2] reactions, insertion into σ-bonds, cascade cyclizations and C–H activation reactions. This short review focuses on transition-metal-catalyzed reactions relevant to aryne intermediates generated from 2-(trimethylsilyl)phenyl triflates and other aryne precursors.1 Introduction2 [2+2+2] Reactions3 Aryne Insertion into a σ-Bond4 Cascade Cyclizations5 C–H Activation6 Multicomponent Reactions (MCRs)7 Conclusion

O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis

2016 ◽  
Vol 14 (5) ◽  
pp. 1519-1530 ◽  
Author(s):  
Huawen Huang ◽  
Jinhui Cai ◽  
Guo-Jun Deng
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Building Blocks ◽  
Transition Metal Catalysis ◽  
Metal Catalysis ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

This review is dedicated to showcase and discuss recent progress on N-heterocycle formation by transition-metal catalyzed annulation from O-acyl oximes.

Sign in / Sign up

Export Citation Format

Share Document