Intramolecular Aryne-Ene Reaction: Synthetic and Mechanistic Studies

Intramolecular Aryne-Ene Reaction: Synthetic and Mechanistic Studies
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DOI:
10.1021/ja205405n
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发表时间:
2011-09-14
影响因子:
15
通讯作者:
Lautens, Mark
Lautens, Mark
中科院分区:
化学1区
文献类型:
--
作者:
Candito, David A.;Panteleev, Jane;Lautens, Mark

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尽管芳基炔的化学已经发展得很好,但仍然存在一些挑战。芳基的烯化反应由于收率和选择性不高而没有得到广泛的应用。描述了一种通用的、高产率的和选择性的分子内芳炔-烯反应,提供了各种苯并稠合碳环和杂环。机制的数据,并讨论了所产生的立体化学的基本原理。
Although the chemistry of arynes is well developed, some challenges still remain. The ene reaction of arynes has not gained widespread use in synthesis as a result of poor yields and selectivity. A general, high yielding and selective intramolecular aryne-ene reaction is described providing various benzofused carbo- and heterocycles. Mechanistic data is presented, and a rationale for the resulting stereochemistry is discussed.