脒和次卤酸钠反应得到烷基或芳基-3-卤代双吖丙啶的反应。常用的是次氯酸钠和次溴酸钠。反应得到的3-卤代-3H-双吖丙啶还可以和TBAF，TBAOMe或TBACN反应得到3-氟代，甲氧基或氰基取代的产物。

【Moss RA, Acc Chem Res., 2006, 39, 267】

反应机理

反应实例

Methylchlorodiazirine (4). To a solution of acetamidinium HCl 1 (2.36 g, 25 mmol) in DMSO (150 mL) containing LiCl (10 g) was added rapidly  a solution of NaOCl (300 mL, 0.78 M) containing NaCl (60 g). The volatile product was condensed in a series of U tubes cooled to -35, -80, -126 and -196oC. Methylchloroazirine 4 (60%) was collected in the tube of -126oC.

【Graham WH J Am Chem Soc., 1965, 87, 4396】

  相关文献

1 Graham WH J Am Chem Soc 1965 87 4396

2 Moss RA Tet Lett 1995 36 8761

3 Vedenyapina MD Russ Chem Bull 2006 55 2013

4 Moss RA Acc Chem Res 2006 39 267