Synthesis of 2,4-Diaryl-4H-Chromenes via Decarboxylative Alkylation of β-Keto Acids toortho-Quinone Methides as Reactive Intermediates

2018 ◽  
Vol 39 (8) ◽  
pp. 1007-1010 ◽  
Author(s):  
Joo Hee Kim ◽  
Dae Young Kim
Keyword(s):  
Reactive Intermediates ◽  
Quinone Methides ◽  
Keto Acids

ChemInform Abstract: ortho-Quinone Methides as Reactive Intermediates in Asymmetric Broensted Acid Catalyzed Cycloadditions with Unactivated Alkenes by Exclusive Activation of the Electrophile.

ChemInform ◽  
2015 ◽  
Vol 46 (38) ◽  
pp. no-no
Author(s):  
Chien-Chi Hsiao ◽  
Sadiya Raja ◽  
Hsuan-Hung Liao ◽  
Iuliana Atodiresei ◽  
Magnus Rueping
Keyword(s):  
Reactive Intermediates ◽  
Quinone Methides ◽  
Acid Catalyzed

[4+n] Annulation Reactions Using ortho-Halomethyl Anilines as Aza-ortho-Quinone Methide Precursors

Synthesis ◽  
2021 ◽  
Author(s):  
Xiao-Yu He ◽  
Yu-Hong Ma ◽  
Qing-Qing Yang ◽  
Wen-Jing Xiao
Keyword(s):  
Convenient Method ◽  
Reactive Intermediates ◽  
Quinone Methide ◽  
Synthetic Chemistry ◽  
Important Class ◽  
Quinone Methides ◽  
Aniline Derivatives

Aza-ortho-quinone methides are an important class of reactive intermediates, which have found broad applications in synthetic chemistry. Recently, 1,4-elimination of ortho-halomethyl aniline derivatives has emerged as a new powerful and convenient method for aza-ortho-quinone methide generation. This review will highlight their recent applications as aza-ortho-quinone methide precursors in annulation reactions to access various biologically important nitrogen-containing heterocycles. The general mechanisms are briefly discussed as well.

Quinone methide intermediates in organic photochemistry

2001 ◽  
Vol 73 (3) ◽  
pp. 529-534 ◽  
Author(s):  
Peter Wan ◽  
Darryl W. Brousmiche ◽  
Christy Z. Chen ◽  
John Cole ◽  
Matthew Lukeman ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Excited States ◽  
Recent Progress ◽  
Reactive Intermediates ◽  
Intramolecular Proton Transfer ◽  
Quinone Methide ◽  
Mechanism Of Formation ◽  
Quinone Methides ◽  
Structural Types ◽  
Related Compounds

Quinone methides are widely encountered reactive intermediates in the chemistry of phenols and related compounds. This paper summarizes our recent progress in uncovering new and general photochemical methods for forming quinone methides of various structural types in aqueous solution. Their mechanism of formation and subsequent chemistry are also discussed. New examples of excited-state intramolecular proton transfer (ESIPT) have been uncovered in these studies. We have also discovered that appropriately designed biphenyls and terphenyls display photochemistry that is best rationalized by highly polarized and planar excited states of these ring systems, which can efficiently lead to the corresponding extended quinone methides.

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