|
|||||
|
|
Convenient synthetic route to a dehydrorotenoid via selective intramolecular aldol condensation of 1,2-diaryl diketone |
|
| Authors: | Jumreang Tummatorn Amorn Petsom Narongsak Chaichit |
| Institution: | a Research Centre of Bioorganic Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phyathai Road, Bangkok 10330, Thailand b Department of Chemistry, Faculty of Science, Mahanakorn University of Technology, Bangkok 10530, Thailand c Department of Physics, Faculty of Science and Technology, Thammasart University, Pathumthani 12121, Thailand |
| Abstract: | Synthesis of dehydrorotenoid (1) was successfully achieved via an intramolecular aldol reaction of the corresponding 1,2-diaryl diketone intermediate. The 1,2-diaryl diketone was prepared using a ruthenium-catalyzed oxidation of the corresponding substituted diaryl acetylene. Treatment of this 1,2-diketone with l-proline induced a selective intramolecular aldol condensation reaction, forming the desired benzopyranone over the alternative benzofuran. Deprotection, cyclization, and dehydration gave the target compound in good overall yield. |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ | |