NOVEL QUASIPHOSPHONIUM YLIDES FROM THE REACTION OF TRIALKYL PHOSPHITES WITH DIALKYL BENZOYLPHOSPHONATES - EVIDENCE FOR CARBENE INTERMEDIATES IN THE INTRAMOLECULAR CYCLIZATION OF 2-SUBSTITUTED DIALKYL BENZOYLPHOSPHONATES

被引:23
作者
GRIFFITHS, DV
GRIFFITHS, PA
WHITEHEAD, BJ
TEBBY, JC
机构
[1] UNIV KEELE,DEPT CHEM,KEELE ST5 5BG,STAFFS,ENGLAND
[2] STAFFORDSHIRE POLYTECH,DEPT APPL SCI,STOKE ON TRENT ST4 2DE,STAFFS,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 04期
关键词
D O I
10.1039/p19920000479
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of dialkyl aroylphosphonates 1 with trialkyl phosphites leads to the formation of novel quasiphosphonium ylides 4 which in some cases thermally rearrange to the bisphosphonates 5. 2-Substituted dialkyl aroylphosphonates may also undergo intramolecular cyclisation under these conditions. Evidence is presented for the involvement of the carbene intermediates 3.
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页码:479 / 484
页数:6
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