JP2016535033A - 活性化されていない第二級ボロン酸のクロスカップリング - Google Patents

活性化されていない第二級ボロン酸のクロスカップリング Download PDF

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JP2016535033A
JP2016535033A JP2016526839A JP2016526839A JP2016535033A JP 2016535033 A JP2016535033 A JP 2016535033A JP 2016526839 A JP2016526839 A JP 2016526839A JP 2016526839 A JP2016526839 A JP 2016526839A JP 2016535033 A JP2016535033 A JP 2016535033A
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boronic acid
chiral
percent
represented
formula
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JP2016535033A5 (enExample
Inventor
ディー バーク，マーティン
ディー バーク，マーティン
ワン，プリン
クロウチ，イアン
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University of Illinois System
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University of Illinois System
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    • 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
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • C07B37/04—Substitution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/321—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
    • C07C2523/48—Silver or gold
    • C07C2523/50—Silver
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/24—Phosphines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2016526839A 2013-11-03 2014-11-03 活性化されていない第二級ボロン酸のクロスカップリング Pending JP2016535033A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361899296P 2013-11-03 2013-11-03
US61/899,296 2013-11-03
PCT/US2014/063692 WO2015066612A2 (en) 2013-11-03 2014-11-03 Cross-coupling of unactivated secondary boronic acids

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JP2016535033A true JP2016535033A (ja) 2016-11-10
JP2016535033A5 JP2016535033A5 (enExample) 2018-02-08

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JP2016526839A Pending JP2016535033A (ja) 2013-11-03 2014-11-03 活性化されていない第二級ボロン酸のクロスカップリング

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US (1) US10072028B2 (enExample)
EP (1) EP3063154B1 (enExample)
JP (1) JP2016535033A (enExample)
WO (1) WO2015066612A2 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021199310A1 (ja) * 2020-03-31 2021-10-07 エヌ・イーケムキャット株式会社 芳香族化合物の製造方法

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6866583B2 (ja) * 2016-07-05 2021-04-28 Dic株式会社 液晶化合物
US10370393B2 (en) 2017-04-21 2019-08-06 The Board Of Trustees Of The University Of Illinois Stereoretentive cross-coupling of boronic acids
WO2022032007A2 (en) * 2020-08-05 2022-02-10 Skyhawk Therapeutics, Inc. Process for the preparation of intermediates useful in the preparation of compounds that modulate splicing
WO2022031998A2 (en) * 2020-08-05 2022-02-10 Skyhawk Therapeutics, Inc. Process for the preparation of intermediates useful in the preparation of compounds that modulate splicing

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009299049A (ja) * 2008-05-16 2009-12-24 Semiconductor Energy Lab Co Ltd 組成物、薄膜の作製方法、及び発光素子の作製方法

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CN101754959B (zh) 2007-07-23 2014-05-14 伊利诺斯大学理事会 控制硼酸反应性的体系
WO2010036921A2 (en) 2008-09-26 2010-04-01 The Board Of Trustees Of The University Of Illinois Slow release of organoboronic acids in cross-coupling reactions
WO2011103435A2 (en) 2010-02-18 2011-08-25 The Board Of Trustees Of The University Of Illinois Methods for forming protected organoboronic acids
CA2842410A1 (en) 2010-07-23 2012-01-26 The Board Of Trustees Of The University Of Illinois Apparatus and methods for the automated synthesis of small molecules
WO2012149182A2 (en) 2011-04-27 2012-11-01 The Board Of Trustees Of The University Of Illinois Automated synthesis of small molecules using chiral, non-racemic boronates
EP2647628A1 (en) * 2012-04-02 2013-10-09 Almirall, S.A. Substituted tricyclic compounds with activity towards ep1 receptors

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009299049A (ja) * 2008-05-16 2009-12-24 Semiconductor Energy Lab Co Ltd 組成物、薄膜の作製方法、及び発光素子の作製方法

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
BROWN, HERBERT C. ET AL.: "Chiral synthesis via organoboranes XVI. Boroxazolidones derived from α-amino acids and borinic or b", JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol. 341, JPN6018030516, 1988, CH, pages 73 - 81, ISSN: 0003987937 *
BURKE, MARTIN D. ET AL.: "A General Solution for Unstable Boronic Acids: Slow-Release Cross-Coupling from Air-Stable MIDA Boro", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 131(20), JPN6018030518, 2009, US, pages 6961 - 6963, ISSN: 0003987935 *
BURKE, MARTIN D. ET AL.: "Pinene-derived Iminodiacetic Acid (PIDA): A Powerful Ligand for Stereoselective Synthesis and Iterat", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 133(35), JPN6018030511, 2011, US, pages 13774 - 13777, ISSN: 0003987936 *
IMAO ET AL.: "Cross Coupling Reactions of Chiral Secondary Organoboronic Esters With Retention of Configuration", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 131, JPN6018030513, 2009, pages 5024 - 5025, ISSN: 0003853803 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021199310A1 (ja) * 2020-03-31 2021-10-07 エヌ・イーケムキャット株式会社 芳香族化合物の製造方法
JPWO2021199310A1 (enExample) * 2020-03-31 2021-10-07
JP7553547B2 (ja) 2020-03-31 2024-09-18 エヌ・イーケムキャット株式会社 芳香族化合物の製造方法

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EP3063154A2 (en) 2016-09-07
US10072028B2 (en) 2018-09-11
WO2015066612A3 (en) 2015-10-29
WO2015066612A2 (en) 2015-05-07
US20160280721A1 (en) 2016-09-29
EP3063154B1 (en) 2023-08-30

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