Unsaturated Phosphonates as Hauser Acceptors for the Synthesis of Phosphonylated Dihydroxynaphthalenes and
Atul Kumar Chaturvedi1, Namrata Rastogi1
1Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute , B.S. 10/1, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India.
Abstract:
The unsaturated phosphonates were utilized as Hauser acceptors successfully for the first time. The products phosphonylated 1,4-dihydroxynaphthalenes were isolated in good yields in short reaction time and were further oxidized to the corresponding 1,4-naphthoquinones in quantitative yields. The reaction provides an efficient and straightforward approach for the synthesis of pharmacologically privileged disubstituted naphthalene-1,4-diols and naphtha-1,4-diones bearing a phosphonate group at the 2-position and various (het)aryl groups at the 3-position.
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