2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents: Effective α-chlorination of active methylene/methine compounds

Yong Dae Park, Jeum Jong Kim, Su Dong Cho, Sang Gyeong Lee, J R Falck, Yong Jin Yoon

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.

Original languageEnglish (US)
Pages (from-to)1136-1140
Number of pages5
JournalSynthesis
Issue number7
DOIs
StatePublished - May 2 2005

Fingerprint

Chlorination
Lewis Acids
Acids
Methylene Chloride
Dichloromethane
Water
Temperature

Keywords

  • α-chlorination
  • 2,4,5-trichloropyridazin-3(2H)-one
  • Electrophilic chlorinating agent
  • Electrophilic chlorination

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents : Effective α-chlorination of active methylene/methine compounds. / Park, Yong Dae; Kim, Jeum Jong; Cho, Su Dong; Lee, Sang Gyeong; Falck, J R; Yoon, Yong Jin.

In: Synthesis, No. 7, 02.05.2005, p. 1136-1140.

Research output: Contribution to journalArticle

Park, Yong Dae ; Kim, Jeum Jong ; Cho, Su Dong ; Lee, Sang Gyeong ; Falck, J R ; Yoon, Yong Jin. / 2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents : Effective α-chlorination of active methylene/methine compounds. In: Synthesis. 2005 ; No. 7. pp. 1136-1140.
@article{56bef6848f2c437fbdb951bde9748336,
title = "2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents: Effective α-chlorination of active methylene/methine compounds",
abstract = "2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.",
keywords = "α-chlorination, 2,4,5-trichloropyridazin-3(2H)-one, Electrophilic chlorinating agent, Electrophilic chlorination",
author = "Park, {Yong Dae} and Kim, {Jeum Jong} and Cho, {Su Dong} and Lee, {Sang Gyeong} and Falck, {J R} and Yoon, {Yong Jin}",
year = "2005",
month = "5",
day = "2",
doi = "10.1055/s-2005-861845",
language = "English (US)",
pages = "1136--1140",
journal = "Synthesis (Germany)",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "7",

}

TY - JOUR

T1 - 2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents

T2 - Effective α-chlorination of active methylene/methine compounds

AU - Park, Yong Dae

AU - Kim, Jeum Jong

AU - Cho, Su Dong

AU - Lee, Sang Gyeong

AU - Falck, J R

AU - Yoon, Yong Jin

PY - 2005/5/2

Y1 - 2005/5/2

N2 - 2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.

AB - 2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.

KW - α-chlorination

KW - 2,4,5-trichloropyridazin-3(2H)-one

KW - Electrophilic chlorinating agent

KW - Electrophilic chlorination

UR - http://www.scopus.com/inward/record.url?scp=18744403749&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=18744403749&partnerID=8YFLogxK

U2 - 10.1055/s-2005-861845

DO - 10.1055/s-2005-861845

M3 - Article

AN - SCOPUS:18744403749

SP - 1136

EP - 1140

JO - Synthesis (Germany)

JF - Synthesis (Germany)

SN - 0039-7881

IS - 7

ER -