Selective reductions. XIV. Fast reaction of aryl bromides and iodides with lithium aluminum hydride in tetrahydrofuran. Simple convenient procedure for the hydrogenolysis of aryl bromides and iodides

1969 ◽  
Vol 34 (12) ◽  
pp. 3918-3923 ◽  
Author(s):  
Herbert Charles Brown ◽  
S. Krishnamurthy
1963 ◽  
Vol 41 (12) ◽  
pp. 2962-2968 ◽  
Author(s):  
George R. Pettit ◽  
David S. Blonda ◽  
Ernest C. Harrington

A number of N-bis(2-chloroethyl)amines and three N-bis(2-iodoethyl)benzylamines have been prepared for cancer chemotherapy studies. The chloro-nitrogen mustards were readily obtained by aluminum chloride – lithium aluminum hydride reduction of the corresponding N-bis(2-chloroethyl)amides. A convenient procedure for converting N-bis(2-chloroethyl)-benzylamine hydrochlorides to N-bis(2-iodoethyl)benzylamine hydroiodides, employing sodium iodide, was also developed.


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