Table 2 Copper-catalyzed synthesis of aromatic carboxylic acidsa
Notes and references
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a
Reaction conditions: aryl halide (1 mmol), CuI (0.2 mmol), L-proline
(0.2 mmol), malononitrile (2 mmol), Cs2CO3 (3 mmol for 3o and 3p,
2 mmol for others), DMSO (2 mL). For Method A, reaction
temperature (140 1C) in a Schlenk tube with an air balloon (1 atm.).
Reaction time (48 h). For Method B, 24 h at 130 1C in a sealed Schlenk
tube under nitrogen atmosphere, and then 12 h at 140 1C under air.
Isolated yield from Method A (the data in parentheses are the isolated
yields from Method B).
were obtained in moderate to good yields. The method is of
tolerance towards various functional groups in the substrates,
and the synthesis of the aromatic carboxylic acids will attract
much attention in industrial and academic researches because
of their wide application in various fields.
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16 K. Okuro, M. Furuune, M. Miura and M. Nomura, J. Org. Chem.,
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Financial support was provided by the National Natural
Science Foundation of China (Grant No. 20972083), the
Ministry of Science and Technology of China (2009ZX09501-
004) and the Key Subject Foundation from Beijing Department
of Education (XK100030514).
17 M. Tashiro, H. Tsuzuki, H. Goto, S. Ogasahara and S. Mataka,
J. Labelled Compd. Radiopharm., 1991, 29, 475.
c
2350 Chem. Commun., 2011, 47, 2348–2350
This journal is The Royal Society of Chemistry 2011