Gibtner and Hampel used this reaction followed by a Cadiot-Chodkiewicz coupling to create a carbyne analogue, The intermediate 1,1-dibromoalkene in this reaction can be isolated using a base, while a modification using an electrophile can create chain-extension products.
Gibtner and Hampel used this reaction followed by a Cadiot-Chodkiewicz coupling to create a carbyne analogue, The intermediate 1,1-dibromoalkene in this reaction can be isolated using a base, while a modification using an electrophile can create chain-extension products. The first step of this reaction uses triphenylphosphine to attack carbon tetrabromide, creating an intermediate carbene which then, in an analogue of the Wittig reaction, forms a ylide. The intermediate is then reacted with butyllithium to create a triple bond. For 10 points, name this reaction that transforms aldehydes to alkynes, named for the father of retrosynthesis and some other less famous guy.
Gibtner and Hampel used this reaction followed by a Cadiot-Chodkiewicz coupling to create a carbyne analogue, The intermediate 1,1-dibromoalkene in this reaction can be isolated using a base, while a modification using an electrophile can create chain-extension products.
{Corey-Fuchs} reaction (prompt on {Wittig} reaction, I suppose)