Catalytic aza-Wittig cyclizations for heteroaromatic synthesis
Catalytic aza-Wittig cyclizations for heteroaromatic synthesis
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DOI：
10.1021/ol800921n
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发表时间：
2008-06-19
期刊：
影响因子：
5.2
通讯作者：
McKeever-Abbas, Ben
中科院分区：
文献类型：
--
作者：
Marsden, Stephen P.;McGonagle, Alison E.;McKeever-Abbas, Ben
报道了通过亚氨基正膦形成/在有机磷组分中催化的分子内氮杂维蒂希环化合成杂环的第一个例子。该反应已在吖嗪（菲啶）和唑（苯并恶唑）杂环的合成中得到证实。使用低至 1 mol% 的催化剂负载，反应效率几乎没有损失。原位红外光谱证实了氧化膦在催化循环中的密切参与。
The first examples of heterocycle synthesis by iminophosphorane formation/intramolecular aza-Wittig cyclizations that are catalytic in the organophosphorus component are reported. The reaction has been demonstrated in the synthesis of both azine (phenanthridine) and azole (benzoxazole) heterocycles. Catalyst loadings down to 1 mol % have been used with little or no loss in reaction efficiency. The intimate involvement of the phosphine oxide in the catalytic cycle has been verified by in situ infrared spectroscopy.