Tandem one-pot synthesis of polysubstituted pyridines using the blaise reaction intermediate and 1,3-enynes

Yu Sung Chun; Jun Hee Lee; Ju Hyun Kim; Young Ok Ko; Sang Gi Lee

doi:10.1021/ol202691b

Tandem one-pot synthesis of polysubstituted pyridines using the blaise reaction intermediate and 1,3-enynes

Yu Sung Chun
, Jun Hee Lee
, Ju Hyun Kim
, Young Ok Ko
, Sang Gi Lee

Department of Chemistry & Nanoscience

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

66 Scopus citations

Abstract

A tandem one-pot method for the construction of a pyridine moiety with selective control of substitution patterns has been developed through the sequential reactions of nitrile with a Reformatsky reagent and 1,3-enyne involving regio- and chemoselective addition of the Blaise reaction intermediate to 1,3-enyne, followed by isomerization, cyclization, and an aromatization cascade.

Original language	English
Pages (from-to)	6390-6393
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	24
DOIs	https://doi.org/10.1021/ol202691b
State	Published - 16 Dec 2011

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title = "Tandem one-pot synthesis of polysubstituted pyridines using the blaise reaction intermediate and 1,3-enynes",

abstract = "A tandem one-pot method for the construction of a pyridine moiety with selective control of substitution patterns has been developed through the sequential reactions of nitrile with a Reformatsky reagent and 1,3-enyne involving regio- and chemoselective addition of the Blaise reaction intermediate to 1,3-enyne, followed by isomerization, cyclization, and an aromatization cascade.",

author = "Chun, \{Yu Sung\} and Lee, \{Jun Hee\} and Kim, \{Ju Hyun\} and Ko, \{Young Ok\} and Lee, \{Sang Gi\}",

year = "2011",

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doi = "10.1021/ol202691b",

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journal = "Organic Letters",

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T1 - Tandem one-pot synthesis of polysubstituted pyridines using the blaise reaction intermediate and 1,3-enynes

AU - Chun, Yu Sung

AU - Lee, Jun Hee

AU - Kim, Ju Hyun

AU - Ko, Young Ok

AU - Lee, Sang Gi

PY - 2011/12/16

Y1 - 2011/12/16

N2 - A tandem one-pot method for the construction of a pyridine moiety with selective control of substitution patterns has been developed through the sequential reactions of nitrile with a Reformatsky reagent and 1,3-enyne involving regio- and chemoselective addition of the Blaise reaction intermediate to 1,3-enyne, followed by isomerization, cyclization, and an aromatization cascade.

AB - A tandem one-pot method for the construction of a pyridine moiety with selective control of substitution patterns has been developed through the sequential reactions of nitrile with a Reformatsky reagent and 1,3-enyne involving regio- and chemoselective addition of the Blaise reaction intermediate to 1,3-enyne, followed by isomerization, cyclization, and an aromatization cascade.

UR - https://www.scopus.com/pages/publications/84055200429

U2 - 10.1021/ol202691b

DO - 10.1021/ol202691b

M3 - Article

C2 - 22074496

AN - SCOPUS:84055200429

SN - 1523-7060

VL - 13

SP - 6390

EP - 6393

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Tandem one-pot synthesis of polysubstituted pyridines using the blaise reaction intermediate and 1,3-enynes

Abstract

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