Regioselective Arene Functionalization: Simple Substitution of Carboxylate by Alkyl Groups
T Krueger, K Vorndran, T Linker
Index: Krueger, Tobias; Vorndran, Katja; Linker, Torsten Chemistry - A European Journal, 2009 , vol. 15, # 44 p. 12082 - 12091
Full Text: HTML
Citation Number: 12
Abstract
Abstract Arenes with various alkyl side-chains were synthesized in high yields and excellent regioselectivities. Starting from toluic and naphthoic acids, the carboxylate group was conveniently substituted by alkyl halides by Birch reduction and subsequent decarbonylation. The method is characterized by inexpensive starting materials and reagents, and methylation of arenes was realized. Besides simple alkyl substituents, the ...
Related Articles:
[Card,P.J.; Friedli,F.E.; Shechter,H. Journal of the American Chemical Society, 1983 , vol. 105, p. 6104]
Reductive cleavage of aryl oxazolines to benzaldehydes and substituted toluenes
[Meyers, A. I.; Himmelsbach, Richard J.; Reuman, Michael Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4053 - 4058]
[Ma, Shengming; Negishi, Ei-Ichi Journal of the American Chemical Society, 1995 , vol. 117, # 23 p. 6345 - 6354]
[Brown, George R.; Foubister, Alan J. Synthesis, 1982 , # 12 p. 1036 - 1037]
[Journal of Molecular Catalysis A: Chemical, , vol. 366, p. 210 - 214]