伯胺在堿性條件下和二鹵卡賓反應(yīng)得到異腈。常用的堿是季銨堿。二鹵卡賓通過(guò)氯仿或溴仿在堿性條件下得到直接用于反應(yīng)。
反應(yīng)機(jī)理
反應(yīng)實(shí)例
Phenylisocyanide (3).?To PhNH2 1 (18.6 g, 0.2 mol), alcohol free 2 (24 g, 0.2 mol) and benzyltrimethyl ammonium chloride (0.5 g) in DCM (60 mL) was added at once 50% NaOH (60 mL). After 10 min induction, reflux began. Reflux and stirring for 1 h and workup gave 12 g of 3 (57%), bp 50–52 C/11 Torr.
【W(wǎng)eber WP,?Tet Lett.,?1972, 1637】
相關(guān)文獻(xiàn)
1 Hofmann AW?Liebig’s Ann?1868 146 107
2 Smith PAS?J Org Chem?1958 23 1599
3 Ugi JK?Angew Chem Int?1972 11 530
4 Weber WP?Tet Lett?1972 1637
5 Weber WP?Org Synth Coll?1988 6 232
6 Pirrung MC?J Am Chem Soc?2006 128 11772