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The first base-metal catalysed coupling of primary alcohols with methyl-N-heteroaromatics is reported. The use of an earth abundant and nonprecious NiBr2/L1 system enables access to a series of C(sp3)-alkylated N-heteroaromatics. Mechanistic studies have established the participation of a hydrogen-borrowing strategy for α-alkylation.

Graphical abstract: Nickel-catalysed alkylation of C(sp3)–H bonds with alcohols: direct access to functionalised N-heteroaromatics

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