Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide

Jaerim Park; Kwang Ho Song; Sunwoo Lee

doi:10.1055/s-0036-1591596

Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide

Jaerim Park, Kwang Ho Song, Sunwoo Lee

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

6 Citations (Scopus)

Abstract

Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA) ₂ (1.0 mol%), dppp (1.0 mol%), and Cu(OAc) ₂ (2.4 equiv) in DMF at 100 °C for 0.5 hour, the desired coupled products were formed in moderate to good yields. The reaction showed good tolerance toward functional groups such as ester, ketone, cyano, nitro, chloro, and bromo groups.

Original language	English
Pages (from-to)	3197-3204
Number of pages	8
Journal	Synthesis (Germany)
Volume	50
Issue number	16
DOIs	https://doi.org/10.1055/s-0036-1591596
Publication status	Published - 2018 Jan 1

Keywords

arylalkyne
arylsulfonyl hydrazide
decarboxylative coupling
palladium
propiolic acid

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1055/s-0036-1591596

Cite this

@article{351a1c4d1fd047799cd488789ea45899,

title = "Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide",

abstract = "Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA) 2 (1.0 mol%), dppp (1.0 mol%), and Cu(OAc) 2 (2.4 equiv) in DMF at 100 °C for 0.5 hour, the desired coupled products were formed in moderate to good yields. The reaction showed good tolerance toward functional groups such as ester, ketone, cyano, nitro, chloro, and bromo groups.",

keywords = "arylalkyne, arylsulfonyl hydrazide, decarboxylative coupling, palladium, propiolic acid",

author = "Jaerim Park and Song, {Kwang Ho} and Sunwoo Lee",

year = "2018",

month = jan,

day = "1",

doi = "10.1055/s-0036-1591596",

language = "English",

volume = "50",

pages = "3197--3204",

journal = "Synthesis (Germany)",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "16",

}

TY - JOUR

T1 - Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide

AU - Park, Jaerim

AU - Song, Kwang Ho

AU - Lee, Sunwoo

PY - 2018/1/1

Y1 - 2018/1/1

N2 - Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA) 2 (1.0 mol%), dppp (1.0 mol%), and Cu(OAc) 2 (2.4 equiv) in DMF at 100 °C for 0.5 hour, the desired coupled products were formed in moderate to good yields. The reaction showed good tolerance toward functional groups such as ester, ketone, cyano, nitro, chloro, and bromo groups.

AB - Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA) 2 (1.0 mol%), dppp (1.0 mol%), and Cu(OAc) 2 (2.4 equiv) in DMF at 100 °C for 0.5 hour, the desired coupled products were formed in moderate to good yields. The reaction showed good tolerance toward functional groups such as ester, ketone, cyano, nitro, chloro, and bromo groups.

KW - arylalkyne

KW - arylsulfonyl hydrazide

KW - decarboxylative coupling

KW - palladium

KW - propiolic acid

UR - http://www.scopus.com/inward/record.url?scp=85051084325&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85051084325&partnerID=8YFLogxK

U2 - 10.1055/s-0036-1591596

DO - 10.1055/s-0036-1591596

M3 - Article

AN - SCOPUS:85051084325

SN - 0039-7881

VL - 50

SP - 3197

EP - 3204

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 16

ER -

Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this