Selective monolithiation of 2,5-dibromopyridine with butyllithium

Xin Wang; Philippe Rabbat; Paul O'Shea; Richard Tillyer; E. J.J. Grabowski; Paul J. Reider

doi:10.1016/S0040-4039(00)00664-X

Selective monolithiation of 2,5-dibromopyridine with butyllithium

Xin Wang, Philippe Rabbat, Paul O'Shea, Richard Tillyer, E. J.J. Grabowski, Paul J. Reider

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

82 Scopus citations

Abstract

Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favor the 5- position while non-coordinating solvents and lower concentration favor the 2- position. (C) 2000 Elsevier Science Ltd.

Original language	English (US)
Pages (from-to)	4335-4338
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	22
DOIs	https://doi.org/10.1016/S0040-4039(00)00664-X
State	Published - Jun 8 2000
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

2-bromo-5-lithiopyridine
5-bromo-2-lithiopyridine
Monolithiation

Access to Document

10.1016/S0040-4039(00)00664-X

Cite this

@article{43e70dc77f9d441094722cad8e9cf98f,

title = "Selective monolithiation of 2,5-dibromopyridine with butyllithium",

abstract = "Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favor the 5- position while non-coordinating solvents and lower concentration favor the 2- position. (C) 2000 Elsevier Science Ltd.",

keywords = "2-bromo-5-lithiopyridine, 5-bromo-2-lithiopyridine, Monolithiation",

author = "Xin Wang and Philippe Rabbat and Paul O'Shea and Richard Tillyer and Grabowski, {E. J.J.} and Reider, {Paul J.}",

year = "2000",

month = jun,

day = "8",

doi = "10.1016/S0040-4039(00)00664-X",

language = "English (US)",

volume = "41",

pages = "4335--4338",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "22",

}

TY - JOUR

T1 - Selective monolithiation of 2,5-dibromopyridine with butyllithium

AU - Wang, Xin

AU - Rabbat, Philippe

AU - O'Shea, Paul

AU - Tillyer, Richard

AU - Grabowski, E. J.J.

AU - Reider, Paul J.

PY - 2000/6/8

Y1 - 2000/6/8

N2 - Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favor the 5- position while non-coordinating solvents and lower concentration favor the 2- position. (C) 2000 Elsevier Science Ltd.

AB - Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favor the 5- position while non-coordinating solvents and lower concentration favor the 2- position. (C) 2000 Elsevier Science Ltd.

KW - 2-bromo-5-lithiopyridine

KW - 5-bromo-2-lithiopyridine

KW - Monolithiation

UR - http://www.scopus.com/inward/record.url?scp=0034622027&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034622027&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)00664-X

DO - 10.1016/S0040-4039(00)00664-X

M3 - Article

AN - SCOPUS:0034622027

SN - 0040-4039

VL - 41

SP - 4335

EP - 4338

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

Selective monolithiation of 2,5-dibromopyridine with butyllithium

Abstract

All Science Journal Classification (ASJC) codes

Keywords

Access to Document

Other files and links

Fingerprint

Cite this