Regioselective synthesis of CF2Cl-substituted biaryls by [3+3] cyclocondensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 4-aryl-1-chloro-1,1-difluoro-4-(trimethylsilyloxy)-3-en-2-ones

Regioselective synthesis of CF2Cl-substituted biaryls by [3+3] cyclocondensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 4-aryl-1-chloro-1,1-difluoro-4-(trimethylsilyloxy)-3-en-2-ones

The TiCl 4 -mediated [3+3] cyclocondensation of various 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 4-aryl-1-chloro-1,1-difluoro-4-(trimethylsilyloxy)-3-en-2-ones provides a regioselective approach to novel 4-aryl-6-(chlorodifluoromethyl)salicylates (CF 2 Cl-substituted biaryls) with very good re...

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Veröffentlicht in:Monatshefte für Chemie 2012-08, Vol.143 (8), p.1151-1156
Hauptverfasser: Specowius, Verena, Kelzhanova, Nazken, Abilov, Zharylkasyn A., Langer, Peter
Format: Artikel
Sprache:eng
Schlagworte:
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
Theoretical and Computational Chemistry
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Zusammenfassung:The TiCl 4 -mediated [3+3] cyclocondensation of various 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 4-aryl-1-chloro-1,1-difluoro-4-(trimethylsilyloxy)-3-en-2-ones provides a regioselective approach to novel 4-aryl-6-(chlorodifluoromethyl)salicylates (CF 2 Cl-substituted biaryls) with very good regioselectivity. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-012-0795-4