Facile esterification of alcohols with 2-Acyl-4,5-dichloropyridazin-3(2 H)-ones under Friedel-Crafts conditions

Bo Ram Kim; Gi Hyeon Sung; Ki Eun Ryu; Hyo Jae Yoon; Sang Gyeong Lee; Yong Jin Yoon

doi:10.1055/s-0034-1378335

Facile esterification of alcohols with 2-Acyl-4,5-dichloropyridazin-3(2 H)-ones under Friedel-Crafts conditions

Bo Ram Kim
, Gi Hyeon Sung
, Ki Eun Ryu
, Hyo Jae Yoon^*
, Sang Gyeong Lee
, Yong Jin Yoon

^*Corresponding author for this work

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

9 Citations (Scopus)

Abstract

This paper describes the esterification of aromatic and aliphatic alcohols by using 2-acyl-4,5-dichloropyridazin-3(2H)-ones as an acyl source under Friedel-Crafts conditions. Twelve alcohols were reacted with four 2-acyl-4,5-dichloropyridazin-3(2H)-ones in the presence of AlCl₃ in tetrahydrofuran at room temperature to give the corresponding esters in moderate to excellent yields. Thus, 2-acylpyridazin-3(2H)-ones serve as good and atom-economic acyl sources for the esterification of aromatic alcohols under Friedel-Crafts conditions, representing a rapid, practical, and efficient method of esterification.

Original language	English
Article number	st-2014-u0361-l
Pages (from-to)	1909-1915
Number of pages	7
Journal	Synlett
Volume	25
Issue number	13
DOIs	https://doi.org/10.1055/s-0034-1378335
Publication status	Published - 2014 Aug

Keywords

Friedel-Crafts condition
acylation
esterification
sustainable chemistry
synthetic methods

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1055/s-0034-1378335

Cite this

@article{3491a2a328ec41d3b2b634d4cc738306,

title = "Facile esterification of alcohols with 2-Acyl-4,5-dichloropyridazin-3(2 H)-ones under Friedel-Crafts conditions",

abstract = "This paper describes the esterification of aromatic and aliphatic alcohols by using 2-acyl-4,5-dichloropyridazin-3(2H)-ones as an acyl source under Friedel-Crafts conditions. Twelve alcohols were reacted with four 2-acyl-4,5-dichloropyridazin-3(2H)-ones in the presence of AlCl3 in tetrahydrofuran at room temperature to give the corresponding esters in moderate to excellent yields. Thus, 2-acylpyridazin-3(2H)-ones serve as good and atom-economic acyl sources for the esterification of aromatic alcohols under Friedel-Crafts conditions, representing a rapid, practical, and efficient method of esterification.",

keywords = "Friedel-Crafts condition, acylation, esterification, sustainable chemistry, synthetic methods",

author = "Kim, \{Bo Ram\} and Sung, \{Gi Hyeon\} and Ryu, \{Ki Eun\} and Yoon, \{Hyo Jae\} and Lee, \{Sang Gyeong\} and Yoon, \{Yong Jin\}",

year = "2014",

month = aug,

doi = "10.1055/s-0034-1378335",

language = "English",

volume = "25",

pages = "1909--1915",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "13",

}

TY - JOUR

T1 - Facile esterification of alcohols with 2-Acyl-4,5-dichloropyridazin-3(2 H)-ones under Friedel-Crafts conditions

AU - Kim, Bo Ram

AU - Sung, Gi Hyeon

AU - Ryu, Ki Eun

AU - Yoon, Hyo Jae

AU - Lee, Sang Gyeong

AU - Yoon, Yong Jin

PY - 2014/8

Y1 - 2014/8

N2 - This paper describes the esterification of aromatic and aliphatic alcohols by using 2-acyl-4,5-dichloropyridazin-3(2H)-ones as an acyl source under Friedel-Crafts conditions. Twelve alcohols were reacted with four 2-acyl-4,5-dichloropyridazin-3(2H)-ones in the presence of AlCl3 in tetrahydrofuran at room temperature to give the corresponding esters in moderate to excellent yields. Thus, 2-acylpyridazin-3(2H)-ones serve as good and atom-economic acyl sources for the esterification of aromatic alcohols under Friedel-Crafts conditions, representing a rapid, practical, and efficient method of esterification.

AB - This paper describes the esterification of aromatic and aliphatic alcohols by using 2-acyl-4,5-dichloropyridazin-3(2H)-ones as an acyl source under Friedel-Crafts conditions. Twelve alcohols were reacted with four 2-acyl-4,5-dichloropyridazin-3(2H)-ones in the presence of AlCl3 in tetrahydrofuran at room temperature to give the corresponding esters in moderate to excellent yields. Thus, 2-acylpyridazin-3(2H)-ones serve as good and atom-economic acyl sources for the esterification of aromatic alcohols under Friedel-Crafts conditions, representing a rapid, practical, and efficient method of esterification.

KW - Friedel-Crafts condition

KW - acylation

KW - esterification

KW - sustainable chemistry

KW - synthetic methods

UR - https://www.scopus.com/pages/publications/84905511220

U2 - 10.1055/s-0034-1378335

DO - 10.1055/s-0034-1378335

M3 - Article

AN - SCOPUS:84905511220

SN - 0936-5214

VL - 25

SP - 1909

EP - 1915

JO - Synlett

JF - Synlett

IS - 13

M1 - st-2014-u0361-l

ER -

Facile esterification of alcohols with 2-Acyl-4,5-dichloropyridazin-3(2 H)-ones under Friedel-Crafts conditions

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this