共轭二硫氧化合物的巴顿-凯洛格烯化反应

Christian Kaepplinger, R. Beckert, G. Braunerová, L. Zahajská, Anja Darsen, H. Goerls
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引用次数: 7

摘要

报道了以硫酰胺或硫脲为底物的首次巴顿-凯洛格烯化反应。从共轭二硫氧化合物1和重氮化合物2开始,我们用酯亚结构单-(3型)取代了C˭S基团,得到了二取代产物4。用同样的方法,将三环硫脲5转化为新的烯酮胺6。中间产物,如初级环加合物或三元环收缩产物不能从本研究的任何反应中分离出来。
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Barton–Kellogg olefination of conjugated dithioxo compounds
The first Barton–Kellogg olefination employing thioamides or thioureas as substrates is reported. Starting from the conjugated dithioxo compounds 1 and diazocompounds 2 we substituted the C˭S groups by ester substructures mono- (type 3) and obtained the disubstituted products 4. Using the same procedure, the tricyclic thiourea 5 was converted into a new ketene aminal 6. Intermediates such as primary cycloadducts or three-membered ring-contraction products could not be isolated for any reactions studied here.
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