アルミニウムアート型錯体による官能基選択的水素引き抜き反応

抄録

Highly chemo- and regioselective deprotonative alumination of functionalized aromatic and heteroaromatic compounds was realized using a newly designed aluminum ate complex. Direct alumination followed by electrophilic trapping proved to be a powerful tool for the preparation of 1,2- or 1,2,3-multisubstituted aromatic compounds. In addition, the functionalized aromatic aluminate intermediate was found to undergo transition metal-catalyzed C–C bond-forming reactions and oxidation with high regio- and chemoselectivities. A structural study of ⁱBu₃Al(TMP)Li and a mechanistic investigation of this novel deprotonation reaction strongly suggested that an unique coordinative and electronic environment of the lithium/aluminum-hetero-bimetallic ate complex allows the facile and selective deprotonation reaction.

Scheme 1