脒和次鹵酸鈉反應(yīng)得到烷基或芳基-3-鹵代雙吖丙啶的反應(yīng)。常用的是次氯酸鈉和次溴酸鈉。反應(yīng)得到的3-鹵代-3H-雙吖丙啶還可以和TBAF，TBAOMe或TBACN反應(yīng)得到3-氟代，甲氧基或氰基取代的產(chǎn)物。
【Moss RA, Acc Chem Res., 2006, 39, 267】
反應(yīng)機(jī)理
反應(yīng)實(shí)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】
相關(guān)文獻(xiàn)
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
編譯自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 187-188.
