Organocatalytic Sequential Hetero-Diels–Alder and Friedel–Crafts Reaction: Constructions of Fused Heterocycles with Scaffold Diversity

2011 ◽  
Vol 13 (21) ◽  
pp. 5874-5877 ◽  
Author(s):  
Si-Li Zhou ◽  
Jun-Long Li ◽  
Lin Dong ◽  
Ying-Chun Chen
Keyword(s):  
Diels Alder ◽  
Fused Heterocycles ◽  
Scaffold Diversity

Synthesis of Small Molecules with High Scaffold Diversity: Exploitation of Metathesis Cascades in Combination with Inter- and Intramolecular Diels-Alder Reactions

2010 ◽  
Vol 16 (31) ◽  
pp. 9563-9571 ◽  
Author(s):  
Catherine O'Leary-Steele ◽  
Palle J. Pedersen ◽  
Thomas James ◽  
Thomas Lanyon-Hogg ◽  
Stuart Leach ◽  
...  
Keyword(s):  
Small Molecules ◽  
Diels Alder ◽  
Scaffold Diversity

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

Structural Diversity Attributed by Aza-Diels-Alder Reaction in Synthesis of Diverse Quinoline Scaffolds

2019 ◽  
Vol 23 (8) ◽  
pp. 920-958 ◽  
Author(s):  
Dharmender Singh ◽  
Vipin Kumar ◽  
Chandi C. Malakar ◽  
Virender Singh
Keyword(s):  
Structural Diversity ◽  
Alder Reaction ◽  
Diels Alder ◽  
Protein Targets ◽  
Feasible Method ◽  
Diels Alder Reaction ◽  
Scaffold Diversity ◽  
Synthetic Chemist

In recent years, the synthesis of quinoline scaffold using various methodological devices has attracted considerable attention in synthetic chemist community. The most feasible method to serve this purpose is Aza-Diels-Alder reaction which provides flexibility and diversity in the synthesis of quinoline decorated with different functionalities over the scaffold. Diversity in this functionality improvises the susceptibility of the quinoline scaffold for various protein targets. This review encompasses multifactorial aspects of Aza-Diels-Alder reaction as well as provides insights into the synthetic schemes for quinoline scaffold.

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