The first synthesis of 3-hydroxy-2-(polyfluoroalkyl)chromones and their ammonium salts. 3-hydroxychromone in the Mannich reaction
✍ Scribed by Roman A. Irgashev; Vyacheslav Ya. Sosnovskikh; Anna A. Sokovnina; Gerd-Volker Röschenthaler
- Book ID
- 102343996
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 279 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.386
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✦ Synopsis
Abstract
magnified image 3‐Hydroxy‐2‐(polyfluoroalkyl)chromones were obtained in good yields via the nitrozation reaction of 2‐(polyfluoroalkyl)chroman‐4‐ones with isopropyl nitrite in the presence of hydrochloric acid. Treatment of 3‐acetoxy‐2‐(trifluoromethyl)chromone with primary amines and hydrazine gave the corresponding ammonium salts. Reaction of 3‐hydroxychromone, prepared by this method, with formaldehyde and α‐aminoacids has been studied. J. Heterocyclic Chem., (2010).
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Triphenoxymethane, tris(pentafluorophenoxy)methane, phenyl(difluoromethyl)ethers, and tetrakis(pentafluorophenoxy)ethene were prepared via carbenoid reactions of Zn(CF 3 )Br ´2 CH 3 CN and the corresponding phenol or the potassium or ammonium salts in the presence of the auxiliary acid BF 3 ´O(CH 3