Magnesium-catalyzed hydroboration of pyridines

Merle Arrowsmith; Michael S. Hill; Terrance Hadlington; Gabriele Kociok-Köhn; Catherine Weetman

doi:10.1021/om2008138

Magnesium-catalyzed hydroboration of pyridines

Merle Arrowsmith, Michael S. Hill, Terrance Hadlington, Gabriele Kociok-Köhn, Catherine Weetman

Pure And Applied Chemistry

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179 Citations (Scopus)

Abstract

Reaction of catalytic quantities of a β-diketiminato n-butylmagnesium complex with pinacol–borane in the presence of pyridine derivatives provides facile access to borylated dihydropyridines. The reaction is applicable to a wide range of monocyclic and fused-ring pyridine derivatives and catalytic turnover is proposed to occur through a well-defined sequence of Mg–H/pyridine dearomatization and Mg–N/B–H sigma bond metathesis steps.

Original language	English
Pages (from-to)	5556-5559
Number of pages	4
Journal	Organometallics
Volume	30
Issue number	21
DOIs	https://doi.org/10.1021/om2008138
Publication status	Published - 18 Oct 2011

Keywords

hydroboration reactions
pyridines

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10.1021/om2008138

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title = "Magnesium-catalyzed hydroboration of pyridines",

abstract = "Reaction of catalytic quantities of a β-diketiminato n-butylmagnesium complex with pinacol–borane in the presence of pyridine derivatives provides facile access to borylated dihydropyridines. The reaction is applicable to a wide range of monocyclic and fused-ring pyridine derivatives and catalytic turnover is proposed to occur through a well-defined sequence of Mg–H/pyridine dearomatization and Mg–N/B–H sigma bond metathesis steps.",

keywords = "hydroboration reactions, pyridines",

author = "Merle Arrowsmith and Hill, {Michael S.} and Terrance Hadlington and Gabriele Kociok-K{\"o}hn and Catherine Weetman",

year = "2011",

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doi = "10.1021/om2008138",

language = "English",

volume = "30",

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journal = "Organometallics",

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TY - JOUR

T1 - Magnesium-catalyzed hydroboration of pyridines

AU - Arrowsmith, Merle

AU - Hill, Michael S.

AU - Hadlington, Terrance

AU - Kociok-Köhn, Gabriele

AU - Weetman, Catherine

PY - 2011/10/18

Y1 - 2011/10/18

N2 - Reaction of catalytic quantities of a β-diketiminato n-butylmagnesium complex with pinacol–borane in the presence of pyridine derivatives provides facile access to borylated dihydropyridines. The reaction is applicable to a wide range of monocyclic and fused-ring pyridine derivatives and catalytic turnover is proposed to occur through a well-defined sequence of Mg–H/pyridine dearomatization and Mg–N/B–H sigma bond metathesis steps.

AB - Reaction of catalytic quantities of a β-diketiminato n-butylmagnesium complex with pinacol–borane in the presence of pyridine derivatives provides facile access to borylated dihydropyridines. The reaction is applicable to a wide range of monocyclic and fused-ring pyridine derivatives and catalytic turnover is proposed to occur through a well-defined sequence of Mg–H/pyridine dearomatization and Mg–N/B–H sigma bond metathesis steps.

KW - hydroboration reactions

KW - pyridines

U2 - 10.1021/om2008138

DO - 10.1021/om2008138

M3 - Article

VL - 30

SP - 5556

EP - 5559

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 21

ER -

Magnesium-catalyzed hydroboration of pyridines

Abstract

Keywords

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