Journal
RSC ADVANCES
Volume 5, Issue 89, Pages 73180-73183Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra13137e
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Funding
- NSF of China [21202048]
- Program for Minjiang Scholar program [10BS216]
- Xiamen Southern Oceanographic Center [13GYY003NF16]
- NSF of Fujian Province, China [2013J01050]
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An unprecedented practical access to 1,3,5-triarylbenzenes has been developed from chalcones with DMSO as a reaction partner and solvent. This procedure involved a base-promoted addition of dimethyl sulfoxide anion to chalcones, followed by an aldol-type cyclization. The results of the isotopic labeling experiments indicated that one C of the central benzene ring was derived from DMSO. In comparison to the reported methods of preparing triarylbenzenes, this protocol could simultaneously provide C-3-symmetric and C-3-unsymmetric triarylbenzenes under obviously milder reaction conditions (60 degrees C, 5 h). The diverse functionalized triarylbenzenes were obtained in up to 82% yields for 24 examples.
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