Addition of boron trifluoride complexes of organocopper reagentsto aldimines containing α-hydrogens
作者:Makoto Wada、Yōji Sakurai、Kin-ya Akiba
DOI:10.1016/s0040-4039(01)80106-4
日期:1984.1
RCu · BF3, generated in situfromGrignardreagents, CuI, and BF3 · OEt2, added to aldimines containing α-hydrogens to afford secondary amines in good yields. Boron trifluoride complex of dialkylcuprate gave essentially the same result with wider application.
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
作者:Alan R. Katritzky、Qingmei Hong、Zhijun Yang
DOI:10.1021/jo00116a027
日期:1995.6
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.
Katritzky Alan R., Hong Qingmei, Yang Zhijun, J. Org. Chem, 60 (1995) N 11, S 3405-3408