Modular synthesis of benzo[b]phosphole derivatives via BuLi-mediated cyclization of (o-alkynylphenyl)phosphine.

Modular synthesis of benzo[b]phosphole derivatives via BuLi-mediated cyclization of (o-alkynylphenyl)phosphine.
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DOI:
10.1021/ol800684x
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发表时间:
2008-05
期刊:
影响因子:
5.2
通讯作者:
H. Tsuji;Kosuke Sato;L. Ilies;Y. Itoh;Yoshiharu Sato;E. Nakamura
H. Tsuji;Kosuke Sato;L. Ilies;Y. Itoh;Yoshiharu Sato;E. Nakamura
中科院分区:
化学1区
文献类型:
--
作者:
H. Tsuji;Kosuke Sato;L. Ilies;Y. Itoh;Yoshiharu Sato;E. Nakamura

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用化学计量量的BuLi处理(o-炔基苯基)膦,会产生环化反应,生成3-锂苯并[b]膦孔,该膦孔在与亲电试剂反应时产生各种3-取代的苯并膦孔。给出了双苯并[b]磷孔的合成实例,该双苯并[b]磷孔可进一步转化为相应的具有高电子亲和力的苯并[b]磷孔氧化物。
Treatment of an (o-alkynylphenyl)phosphine with a stoichiometric amount of BuLi effects a cyclization reaction to produce a 3-lithiobenzo[b]phosphole, which affords a variety of 3-substituted benzophospholes upon reaction with electrophiles. An example is given for the synthesis of a bis-benzo[b]phosphole, which can be further converted to the corresponding benzo[b]phosphole oxide possessing high electron affinity.