Synthesis of naphthalenes through three-component coupling of alkynes, Fischer carbene complexes, and benzaldehyde hydrazones via isoindole intermediates

Synthesis of naphthalenes through three-component coupling of alkynes, Fischer carbene complexes, and benzaldehyde hydrazones via isoindole intermediates
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DOI:
10.1021/ol800242n
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发表时间:
2008-04-17
期刊:
影响因子:
5.2
通讯作者:
Herndon, James W.
Herndon, James W.
中科院分区:
化学1区
文献类型:
--
作者:
Duan, Shaofeng;Sinha-Mahapatra, Dilip K.;Herndon, James W.

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The synthesis of naphthalene derivatives through three-component coupling of 2-alkynylbenzaidehyde hydrazones with carbene complexes and electron-deficient alkynes has been examined. The reaction involves formation of an isoindole derivative, followed by intramolecular Diels-Alder reaction, followed by nitrene extrusion. The reaction was highly regioselective using unsymmetrical alkynes.