scholarly journals Recent Progress in Nitro-Promoted Direct Functionalization of Pyridones and Quinolones

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 673 ◽  
Author(s):  
Feiyue Hao ◽  
Nagatoshi Nishiwaki
Keyword(s):  
Nitro Group ◽  
Functional Groups ◽  
Recent Progress ◽  
Alder Reaction ◽  
Diels Alder ◽  
Organic Syntheses ◽  
Diels Alder Reaction ◽  
Direct Functionalization ◽  
Nucleophilic Reagents

Nitro group is one of the most important functional groups in organic syntheses because its strongly electron-withdrawing ability activates the scaffold, facilitating the reaction with nucleophilic reagents or the Diels–Alder reaction. In this review, recent progress in the nitro-promoted direct functionalization of pyridones and quinolones is highlighted to complement previous reviews.

Reactions of Dimethyl (2'-Oxopropylidene)Propanedioate and Dimethyl (3'-Bromo-2'-oxopropylidene)propanedioate, Two Highly Electrophilic Trisubstituted Alkenes

1987 ◽  
Vol 40 (11) ◽  
pp. 1831 ◽  
Author(s):  
DW Cameron ◽  
RW Read ◽  
J Stavrakis
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Low Molecular Weight ◽  
Ene Reaction ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Alkaline Conditions ◽  
Nucleophilic Reagents ◽  
Trisubstituted Alkenes ◽  
Electron Demand

The keto diester, dimethyl (2'-oxopropylidene)propanedioate, and its new 3'-bromo derivative have been made to react with a variety of nucleophilic reagents. Low molecular weight products have been obtained efficiently by processes involving conjugate addition, Diels-Alder reaction, Diels-Alder reaction having inverse electron demand, or ene reaction. Regiochemistry of the reactions is controlled by the dominant withdrawing effect of the two geminal ester groups. The amine addition products of the bromo keto diester were found to undergo a novel secondary dehydrobromination reaction under alkaline conditions.

scholarly journals Unexpected reduction of the nitro group in (3-nitrophenyl)-1,2,4-triazines during their aza-Diels–Alder reaction with 1-morpholinocyclopentene

2013 ◽  
Vol 23 (4) ◽  
pp. 209-211 ◽  
Author(s):  
Dmitry S. Kopchuk ◽  
Albert F. Khasanov ◽  
Igor S. Kovalev ◽  
Grigory V. Zyryanov ◽  
Vladimir L. Rusinov ◽  
...  
Keyword(s):  
Nitro Group ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction

scholarly journals Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction

Materials ◽  
2021 ◽  
Vol 14 (6) ◽  
pp. 1342
Author(s):  
Bartosz Jędrzejewski ◽  
Mateusz Musiejuk ◽  
Justyna Doroszuk ◽  
Dariusz Witt
Keyword(s):  
Functional Groups ◽  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Mild Conditions ◽  
Diels Alder Reaction ◽  
Convenient Synthesis ◽  
High Yields ◽  
Electron Demand

The simple, convenient, and efficient methods for the preparation of unsymmetrical vinyl disulfides with additional functional groups under mild conditions with moderate to high yields were designed. The developed methods include the reaction of S-vinyl phosphorodithioate with thiotosylates or S-vinyl thiotosylate with thiols. The designed methods allow for the synthesis of unsymmetrical vinyl disulfides with additional functionalities such as hydroxy, carboxy, protected amino, or ester groups. Vinyl disulfides reacted with the generated transient o-iminothioquinones in an inverse electron-demand [4+2] cycloaddition to produce benzo[b][1,4]thiazine derivatives.

ChemInform Abstract: Recent Progress in Dehydro(genative) Diels-Alder Reaction

ChemInform ◽  
2016 ◽  
Vol 47 (13) ◽  
pp. no-no
Author(s):  
Wenbo Li ◽  
Liejin Zhou ◽  
Junliang Zhang
Keyword(s):  
Recent Progress ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction
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