Demonstrates selective chemical transformations in N-heteroarenes, suggesting new synthetic methods.
Regioselective dearomative hydroboration of N-heteroarenes provides direct access to partially saturated azacycles of high synthetic value. Herein, we report the highly 1,2-selective hydroboration of pyridines and quinolines catalyzed by a well-defined PC NHC P-supported Mn(I)-hydride. In contrast to previously reported metal-ligand cooperative manganese systems, this strong-field Mn catalyst operates via a non-cooperative pathway and exhibits distinct regio-and chemoselectivity profiles. A range of substituted pyridines and fused heteroarenes undergo selective 1,2-dearomatization under mild conditions. Competitive kinetic isotope effect (KIE) experiments (k H /k D ≈ 1.4) suggest involvement of B-H cleavage in the turnover-limiting step, which is further discussed in this report.
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Kamte et al. (2026) studied this question.
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