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6.1.29.3 Method 3: Formation of α,N-Borylamides by Substitution

DOI: 10.1055/sos-SD-006-00722

Abu Ali, H.; Dembitsky, V. M.; Srebnik, M.Science of Synthesis, (20056856.

N-(Trimethylsilyl)amides react with dialkylbromoboranes quantitatively with formation of the corresponding N-(dialkylboryl)amides, which in certain cases are in equilibrium with the dimeric forms.[‌11‌] Among these reactions, α-boryl carbonyl compounds can be formed. Thus, 2,2-dichloro-N-phenyl-N-(trimethylsilyl)acetamide (6) reacts with bromodimethylborane to give 2,N-diborylacetamide 7 (Scheme 3).[‌11‌]

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