PREPARATIONS OF SECONDARY-AMINES AND BETA-AMINO ESTERS VIA ADDITIONS OF GRIGNARD AND REFORMATSKY REAGENTS TO IMINES AND BY ONE-POT REACTIONS OF PRIMARY AMINES, ALDEHYDES, AND GRIGNARDS
PREPARATIONS OF SECONDARY-AMINES AND BETA-AMINO ESTERS VIA ADDITIONS OF GRIGNARD AND REFORMATSKY REAGENTS TO IMINES AND BY ONE-POT REACTIONS OF PRIMARY AMINES, ALDEHYDES, AND GRIGNARDS
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DOI：
10.1021/jo00116a027
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发表时间：
1995-06-02
影响因子：
3.6
通讯作者：
YANG, ZJ
中科院分区：
文献类型：
--
作者：
KATRITZKY, AR;HONG, QM;YANG, ZJ
添加oi。Grignard和Reformatsky试剂在1-（三甲基硅基）苯并三唑存在下生成亚胺，产率高，相应的仲胺和对氨基酯。该程序是一般的，因为亚胺含有氢a到碳和氮都可以使用。将该方法扩展到含有其他路易斯碱中心的亚胺，例如从呋喃-，噻吩-，吲哚-和对甲氧基苯甲醛衍生的亚胺，已经成功地避免了使用路易斯酸作为活化物质可能导致的潜在并发症。亚胺不需要分离，并描述了一锅法合成仲胺从醛，伯胺，和格氏试剂。
Additions oi. Grignard and Reformatsky reagents to imines in the presence of 1-(trimethylsilyl)benzotriazole afforded in good yields the corresponding secondary amines and p-amino esters. The procedure is general as imines containing hydrogens a to both carbon and nitrogen can be employed. Extensions of this method to include imines containing other Lewis basic centers, e.g., those derived from furan-, thiophene-, indole-, and p-methoxybenzenecarboxaldehyde, have been successful in avoiding the potential complications which could result from the use of a Lewis acid as the activating : species. The imines need not be isolated, and a one-pot method for the synthesis of secondary amines from aldehydes, primary amines, and Grignard reagents is described.