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Synthesis of 3-substituted 2-trifluoro(trichloro)methyl-2H-chromenes by reaction of salicylaldehydes with activated trihalomethyl alkenes

✍ Scribed by Vladislav Yu. Korotaev; Igor B. Kutyashev; Vyacheslav Ya. Sosnovskikh


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
78 KB
Volume
16
Category
Article
ISSN
1042-7163

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✦ Synopsis


The reaction of activated trihalomethylsubstituted alkenes with salicylaldehydes in the presence of triethylamine gives 3-substituted 2-trifluoromethylchroman-4-ols and 2-trifluoro(trichloro)methyl-2H-chromenes in high yields.


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## Abstract 7‐(Methoxyimino)‐4‐methyl‐2__H__‐chromene‐2,8(7__H__)‐dione (3) reacts with phosphonium salts 1a–c, 8a, b under phasetransfer catalysis conditions to afford the title 2‐substituted 6‐methylbenzopyranooxazol‐8‐ones 5a–c, 10a, b, respectively, along with compound 6, instead of the expecte