WO2007064869A3 - Catalysts for aryl sulfide synthesis and method of producing aryl sulfides - Google Patents

Catalysts for aryl sulfide synthesis and method of producing aryl sulfides Download PDF

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Publication number
WO2007064869A3
WO2007064869A3 PCT/US2006/045973 US2006045973W WO2007064869A3 WO 2007064869 A3 WO2007064869 A3 WO 2007064869A3 US 2006045973 W US2006045973 W US 2006045973W WO 2007064869 A3 WO2007064869 A3 WO 2007064869A3
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WO
WIPO (PCT)
Prior art keywords
aryl
sulfides
thiols
catalysts
alkyl
Prior art date
Application number
PCT/US2006/045973
Other languages
French (fr)
Other versions
WO2007064869A2 (en
Inventor
John F Hartwig
Qilong Shen
Manuel Fernandez-Rodriguez
Original Assignee
Univ Yale
John F Hartwig
Qilong Shen
Manuel Fernandez-Rodriguez
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
Application filed by Univ Yale, John F Hartwig, Qilong Shen, Manuel Fernandez-Rodriguez filed Critical Univ Yale
Publication of WO2007064869A2 publication Critical patent/WO2007064869A2/en
Publication of WO2007064869A3 publication Critical patent/WO2007064869A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00—Metallocenes
    • C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System

Abstract

The present invention relates to the formation of aryl sulfides and aryl thiols from aryl halides and thiols, thiolates or thiolate equivalents. The present invention provides a catalyst for the coupling of aryl halides with alkyl or aryl thiols or a hydrogen sulfide equivalent to form aryl alkyl, aryl silyl or diaryl sulfides. The reaction encompasses bromoarenes and other similar compounds containing leaving groups as well as nitrile, ester, keto, free hydroxyl, free amino, free carboxylic acid and other common functionalities. The invention can be used to prepare pharmaceutical compounds, especially including their intermediates, agricultural agents and aryl sulfide polymers.
PCT/US2006/045973 2005-12-01 2006-12-01 Catalysts for aryl sulfide synthesis and method of producing aryl sulfides WO2007064869A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US74130505P 2005-12-01 2005-12-01
US60/741,305 2005-12-01

Publications (2)

Publication Number Publication Date
WO2007064869A2 WO2007064869A2 (en) 2007-06-07
WO2007064869A3 true WO2007064869A3 (en) 2007-10-11

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2006/045973 WO2007064869A2 (en) 2005-12-01 2006-12-01 Catalysts for aryl sulfide synthesis and method of producing aryl sulfides

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WO (1) WO2007064869A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE519722T1 (en) * 2007-07-03 2011-08-15 Sanofi Sa METHOD FOR THE PALLADIUM-CATALYzed COUPLING OF TERMINAL ALKYNES WITH ARYLTOSYLATES
JP2013014534A (en) * 2011-07-04 2013-01-24 Daicel Corp Benzoylformic acid compound and method for producing the same
CN105001133B (en) * 2015-07-07 2017-04-19 武汉励合生物医药科技有限公司 Synthetic method for medical intermediate diaryl sulfide compound
KR20210060555A (en) 2018-09-18 2021-05-26 니캉 테라퓨틱스 인코포레이티드 Fused tricyclic ring derivatives as SRC homology-2 phosphatase inhibitors

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6124476A (en) * 1998-04-17 2000-09-26 Symyx Technologies, Inc. Catalyst ligands, catalyst compositions, catalyst metal complexes and processes for cross-coupling aromatic boron compounds with aromatic halogens or perfluoroalkylsulfonates
US6265601B1 (en) * 1998-08-06 2001-07-24 Symyx Technologies, Inc. Methods for using phosphine ligands in compositions for suzuki cross-coupling reactions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6124476A (en) * 1998-04-17 2000-09-26 Symyx Technologies, Inc. Catalyst ligands, catalyst compositions, catalyst metal complexes and processes for cross-coupling aromatic boron compounds with aromatic halogens or perfluoroalkylsulfonates
US6265601B1 (en) * 1998-08-06 2001-07-24 Symyx Technologies, Inc. Methods for using phosphine ligands in compositions for suzuki cross-coupling reactions

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ATKINSON ET AL.: "Syntheses and Catalytic Applications of Unsymmetrical Ferrocene Ligands", CHEMISTRY SOCIETY REVIEWS, vol. 33, 19 May 2004 (2004-05-19), pages 313 - 328 *
MURATA ET AL.: "A General and Efficient Method for the Palladium-Catalyzed Cross-Coupling of Thiols and Secondary Phosphines", TETRAHEDRON, vol. 60, no. 34, 16 July 2004 (2004-07-16), pages 7397 - 7403 *

Also Published As

Publication number Publication date
WO2007064869A2 (en) 2007-06-07

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