Journal of Organic Chemistry p. 52 - 56 (1982)
Update date:2022-08-04
Topics:
Marks, Maurice J.
Walborsky, Harry M.
tert-Butyllithium aldimine, an acyl anion equivalent derived from 1,1,3,3-tetramethylbutyl isocyanide (TMBI) and tert-butyllithium, couples with aryl, vinyl, and acetylenic halides to give the corresponding ketimine which upon hydrolysis affords the corresponding ketones.These coupling reactions appear to result from halogen-metal exchange followed by addition-elimination to give the observed products.
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