Effective lithiation of 3-bromopyridine: Synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines

Dongwei Cai; Robert D. Larsen; Paul J. Reider

doi:10.1016/S0040-4039(02)00776-1

Effective lithiation of 3-bromopyridine: Synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines

Dongwei Cai, Robert D. Larsen, Paul J. Reider

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

By using toluene as a solvent, 3-lithiopyridine can be generated cleanly at -50°C. The addition of various electrophiles affords useful building blocks, such as the 3-pyridine boronic acid in 87% isolated yield.

Original language	English (US)
Pages (from-to)	4285-4287
Number of pages	3
Journal	Tetrahedron Letters
Volume	43
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4039(02)00776-1
State	Published - Jun 3 2002
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)00776-1

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title = "Effective lithiation of 3-bromopyridine: Synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines",

abstract = "By using toluene as a solvent, 3-lithiopyridine can be generated cleanly at -50°C. The addition of various electrophiles affords useful building blocks, such as the 3-pyridine boronic acid in 87% isolated yield.",

author = "Dongwei Cai and Larsen, {Robert D.} and Reider, {Paul J.}",

year = "2002",

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day = "3",

doi = "10.1016/S0040-4039(02)00776-1",

language = "English (US)",

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journal = "Tetrahedron Letters",

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T1 - Effective lithiation of 3-bromopyridine

T2 - Synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines

AU - Cai, Dongwei

AU - Larsen, Robert D.

AU - Reider, Paul J.

PY - 2002/6/3

Y1 - 2002/6/3

N2 - By using toluene as a solvent, 3-lithiopyridine can be generated cleanly at -50°C. The addition of various electrophiles affords useful building blocks, such as the 3-pyridine boronic acid in 87% isolated yield.

AB - By using toluene as a solvent, 3-lithiopyridine can be generated cleanly at -50°C. The addition of various electrophiles affords useful building blocks, such as the 3-pyridine boronic acid in 87% isolated yield.

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U2 - 10.1016/S0040-4039(02)00776-1

DO - 10.1016/S0040-4039(02)00776-1

M3 - Article

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SN - 0040-4039

VL - 43

SP - 4285

EP - 4287

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

Effective lithiation of 3-bromopyridine: Synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines

Abstract

All Science Journal Classification (ASJC) codes

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