Fluoronaphthalene building blocks via arynes: A solution to the problem of positional selectivity
E Masson, M Schlosser
Index: Masson, Eric; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 20 p. 4401 - 4405
Full Text: HTML
Citation Number: 13
Abstract
Abstract When 3-fluoro-and 3-chloro-1, 2-didehydrobenzenes are generated in the presence of 2-(trimethylsilyl) furan, two regioisomeric cycloadducts are formed in a 1: 2 ratio. However, regioselectivity can be installed by fitting one bulky trimethylsilyl group into sterically critical positions of each of the two reaction components. Thus 3-fluoro-6- trimethylsilyl-1, 2-didehydrobenzene and 2-(trimethylsilyl) furan give one cycloadduct ...
Related Articles:
Zum Mechanismus basekatalysierter Carbodesilylierungen von Aryl??und Heteroaryltrimethylsilanen
[Effenberger, Franz; Spiegler, Wolfgang Chemische Berichte, 1985 , vol. 118, # 9 p. 3872 - 3899]
The first example of Ge-Ge and Sn-Sn bond cleavage by arylmagnesium halides
[Nosov; Lalov; Egorov; Nefedov Russian Chemical Bulletin, 1996 , vol. 45, # 11 p. 2673 - 2674]
Generation of ortho-potassiofluorobenzene and its functionalization
[Fossatelli, M.; Verkruijsse, H.D.; Brandsma, L. Synthetic Communications, 1990 , vol. 20, # 11 p. 1701 - 1704]
Generation of ortho-potassiofluorobenzene and its functionalization
[Fossatelli, M.; Verkruijsse, H.D.; Brandsma, L. Synthetic Communications, 1990 , vol. 20, # 11 p. 1701 - 1704]
[Postigo, Al; Vaillard, Santiago E.; Rossi, Roberto A. Journal of Physical Organic Chemistry, 2002 , vol. 15, # 12 p. 889 - 893]