Reaction of phosphorus-stabilized carbanions with cyclic enones. Aromatization of the substitution and addition products

MJ Mphahlele, A Pienaar, TA Modro

文献索引：Mphahlele, Malose J.; Pienaar, Andre; Modro, Tomasz A. Journal of the Chemical Society. Perkin Transactions 2, 1996 , vol. 7, p. 1455 - 1460

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被引用次数: 15

摘要

α-Lithiated alkylphosphonic esters react with substituted cyclohex-2-enones either at the carbonyl group (addition yielding 2-hydroxyalkylphosphonic products) or at the β-carbon (addition–elimination yielding δ-keto phosphonates). Both types of products undergo smooth aromatization when treated with I2 in MeOH or with pyridinium perbromide in AcOH leading to a variety of benzylphosphonic esters substituted in the aromatic ring with the ...