Palladium-mediated synthesis of phenanthridines: The first report of palladium insertion into imidoyl selenides

Palladium-mediated synthesis of phenanthridines: The first report of palladium insertion into imidoyl selenides
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DOI:
10.1055/s-2008-1078246
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发表时间:
2008-08-22
期刊:
影响因子:
2
通讯作者:
Pritchard, Gareth J.
Pritchard, Gareth J.
中科院分区:
化学4区
文献类型:
--
作者:
Bowman, W. Russell;Lyon, Jessica E.;Pritchard, Gareth J.

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亚氨酰基苯基硒醚已被证明是菲啶的前体,当在碱存在下在甲苯中回流下用Pd(PPh(3))(4)处理时,得到合理的产率。有人提出,插入钯到C-Se键,然后环化到苯环上,随后通过消除HPdSePh芳构化。
Imidoyl phenyl selenides have been shown to be precursors to phenanthridines, when treated with Pd(PPh(3))(4) under reflux in toluene in the presence of a base, giving reasonable yields. It is proposed that insertion of palladium into the C-Se bond is followed by cyclisation onto a phenyl ring and subsequent aromatisation by elimination of HPdSePh.