WO2006087324A3 - Verfahren zur herstellung eines n-(1-aryl-alk-1-enyl)-acetamids oder n-(1-heteroaryl-alk-1-enyl)-acetamids - Google Patents

Verfahren zur herstellung eines n-(1-aryl-alk-1-enyl)-acetamids oder n-(1-heteroaryl-alk-1-enyl)-acetamids Download PDF

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Publication number
WO2006087324A3
WO2006087324A3 PCT/EP2006/050920 EP2006050920W WO2006087324A3 WO 2006087324 A3 WO2006087324 A3 WO 2006087324A3 EP 2006050920 W EP2006050920 W EP 2006050920W WO 2006087324 A3 WO2006087324 A3 WO 2006087324A3
Authority
WO
WIPO (PCT)
Prior art keywords
enyl
alk
acetamide
heteroaryl
aryl
Prior art date
Application number
PCT/EP2006/050920
Other languages
English (en)
French (fr)
Other versions
WO2006087324A2 (de
Inventor
Dominique Moulin
Wolfgang Siegel
Oliver Huttenloch
Original Assignee
Basf Ag
Dominique Moulin
Wolfgang Siegel
Oliver Huttenloch
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE200510006985 external-priority patent/DE102005006985A1/de
Priority claimed from DE200510052847 external-priority patent/DE102005052847A1/de
Application filed by Basf Ag, Dominique Moulin, Wolfgang Siegel, Oliver Huttenloch filed Critical Basf Ag
Publication of WO2006087324A2 publication Critical patent/WO2006087324A2/de
Publication of WO2006087324A3 publication Critical patent/WO2006087324A3/de

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/516—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of nitrogen-containing compounds to >C = O groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Verfahren zur Herstellung eines N-(1-Aryl-alk-1-enyl)-acetamids oder N-(1-Heteroaryl- alk-1-enyl)-acetamids, wobei man ein N-(AIk-I -enyl)-acetamid mit einem Aryl- oder Heteroaryl-chlorid, bromid, iodid oder triflat in Gegenwart a) eines Pd-Katalysators und b) Wasser und/oder einer ionischen Flüssigkeit, und c) Dimethylformamid (DMF), N,N-Dimethylacetamid (DMAC) und/oder überschüssigem N-(Alk-1-enyl)-acetamid umsetzt.
PCT/EP2006/050920 2005-02-15 2006-02-14 Verfahren zur herstellung eines n-(1-aryl-alk-1-enyl)-acetamids oder n-(1-heteroaryl-alk-1-enyl)-acetamids WO2006087324A2 (de)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE102005006985.1 2005-02-15
DE200510006985 DE102005006985A1 (de) 2005-02-15 2005-02-15 Verfahren zur Herstellung eines N-(1-Aryl-alk-1-enyl)-acetamids oder N-(1-Heteroaryl-alk-1-enyl)-acetamids
DE200510052847 DE102005052847A1 (de) 2005-11-05 2005-11-05 Verfahren zur Herstellung eines N-(1-Aryl-alk-1-enyl)- acetamids oder N-(1-Heteroaryl-alk-1-enyl)-acetamids
DE102005052847.3 2005-11-05

Publications (2)

Publication Number Publication Date
WO2006087324A2 WO2006087324A2 (de) 2006-08-24
WO2006087324A3 true WO2006087324A3 (de) 2007-03-01

Family

ID=36655130

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/050920 WO2006087324A2 (de) 2005-02-15 2006-02-14 Verfahren zur herstellung eines n-(1-aryl-alk-1-enyl)-acetamids oder n-(1-heteroaryl-alk-1-enyl)-acetamids

Country Status (1)

Country Link
WO (1) WO2006087324A2 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106660035A (zh) * 2013-12-20 2017-05-10 帝斯曼知识产权资产管理有限公司 新催化体系

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CABRI, W. ET AL: "Palladium-Catalyzed Arylation of Unsymmetrical Olefins. Bidentate Phosphine Ligand Controlled Regioselectivity", JOURNAL OF ORGANIC CHEMISTRY, vol. 57, 1992, pages 3558 - 3563, XP002391314 *
HARRISON P ET AL: "A complementary method to obtain N-acyl enamides using the Heck reaction: extending the substrate scope for asymmetric hydrogenation", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 45, no. 50, 6 December 2004 (2004-12-06), pages 9277 - 9280, XP004641316, ISSN: 0040-4039 *
JON MO, LIJIN XU, AND JIANLIANG XIAO: "Ionic Liquid-Promoted, Highly Regioselective Heck Arylation of Electron-Rich Olefins by Aryl Halides", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 127, no. 2, 2005, pages 751 - 760, XP002391313 *
VALLIN K S A ET AL: "AQUEOUS DMF-POTASSIUM CARBONATE AS A SUBSTITUTE FOR THALLIUM AND SILVER ADDITIVES IN THE PALLADIUM-CATALYZED CONVERSION OF ARYL BROMIDES TO ACETYL ARENES", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 66, no. 12, 15 June 2001 (2001-06-15), pages 4340 - 4343, XP001101812, ISSN: 0022-3263 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106660035A (zh) * 2013-12-20 2017-05-10 帝斯曼知识产权资产管理有限公司 新催化体系

Also Published As

Publication number Publication date
WO2006087324A2 (de) 2006-08-24

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