1. Triborane (B 3 H 7 )-mediated regioselective substitution reactions of pyridine derivatives.
- Author
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Fan ZH, Kang JX, Jia S, Pan QJ, Cao L, Chen XM, Xu CQ, Ma YN, and Chen X
- Abstract
There exists an interplay between borane and a Lewis base in their adducts. However, studies on these adducts so far have mainly focused on the different reactions of B-H bonds with limited attention given to the influence of borane on the chemistry of the Lewis base, except for BF
3 and BAr3 . Herein, we have synthesized novel borane adducts with pyridine derivatives, Py·B3 H7 , in which the coordination of B3 H7 efficiently achieved the intra-molecular charge transfer. The strong B-N bond in these adducts resulted in the formation of stable dearomatic intermediates of pyridine derivatives, confirmed by1 H and11 B NMR spectroscopy, from which different reactions have transpired to realize C(sp3 )-H and C(sp2 )-H functionalization under mild conditions. The B3 H7 pyridine derivatives are stable and do not dissociate or decompose during the reaction process. The high stability of the B-N bond makes this method a good option for boron-containing drugs with potential for use in boron neutron capture therapy (BNCT)., Competing Interests: There are no conflicts to declare., (This journal is © The Royal Society of Chemistry.)- Published
- 2024
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