Synthesis of polycyclic phosphonates via an intramolecular Diels-Alder reaction of 2-benzoylbenzalaldehyde and alkenyl phosphites

被引:3
作者
Yamana, Kenji [1 ]
Nakano, Hirofumi [2 ]
机构
[1] Aichi Gakuin Univ, Div Liberal Arts & Sci, Araike 12, Nisshin, Aichi 4700195, Japan
[2] Aichi Univ Educ, Dept Chem, Kariya, Aichi 4488542, Japan
关键词
Intramolecular cycloaddition; Diels-Alder reaction; oxaphosphinane; isobenzofuran; cyclic phosphonate; O-PHTHALALDEHYDE; ACID; PHOSPHAISOCOUMARINS; CYCLIZATION; ACTIVATION;
D O I
10.1515/hc-2019-0011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this paper, we present a Lewis-acid-promoted reaction of 2-benzoylbenzaldehyde and trialkenyl phosphites, which resulted in the formation of polycyclic phosphonates. The reaction proceeded via nucleophilic attack of trialkenyl phosphite on the carbonyl carbon of 2-benzoylbenzaldehyde. The subsequent intramolecular Diels-Alder reaction led to the formation of the cyclic phosphonate.
引用
收藏
页码:73 / 77
页数:5
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