Biaryl Synthesis via Direct Arylation:  Establishment of an Efficient Catalyst for Intramolecular Processes

In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine...

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Published inJournal of the American Chemical Society Vol. 126; no. 30; pp. 9186 - 9187
Main Authors Campeau, Louis-Charles, Parisien, Mathieu, Leblanc, Melissa, Fagnou, Keith
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.08.2004
Amer Chemical Soc
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Abstract In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine ligand 27. The enhanced catalytic activity extends these transformations to include previously unreactive and poorly reactive substrates, and allows for very low catalyst loadings to be employedas little as 0.1 mol %.
AbstractList In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine ligand 27. The enhanced catalytic activity extends these transformations to include previously unreactive and poorly reactive substrates, and allows for very low catalyst loadings to be employed-as little as 0.1 mol %.
In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine ligand 27. The enhanced catalytic activity extends these transformations to include previously unreactive and poorly reactive substrates, and allows for very low catalyst loadings to be employedas little as 0.1 mol %.
Author Campeau, Louis-Charles
Leblanc, Melissa
Parisien, Mathieu
Fagnou, Keith
Author_xml – sequence: 1
  givenname: Louis-Charles
  surname: Campeau
  fullname: Campeau, Louis-Charles
– sequence: 2
  givenname: Mathieu
  surname: Parisien
  fullname: Parisien, Mathieu
– sequence: 3
  givenname: Melissa
  surname: Leblanc
  fullname: Leblanc, Melissa
– sequence: 4
  givenname: Keith
  surname: Fagnou
  fullname: Fagnou, Keith
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https://www.ncbi.nlm.nih.gov/pubmed/15281800$$D View this record in MEDLINE/PubMed
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Cites_doi 10.1021/ja0259279
10.1021/ja047980y
10.1021/cr000664r
10.1021/ja037546g
10.1021/ol049866q
10.1016/j.tetlet.2003.09.151
10.1021/ja029273f
10.1021/ol027266q
10.1021/ja034848+
10.1002/anie.200301753
10.1016/j.tetlet.2003.09.026
10.1021/jo990568u
10.1016/0022-328X(92)80031-R
10.1002/anie.200390037
10.1002/(SICI)1521-3773(19990503)38:9<1229::AID-ANIE1229>3.0.CO;2-B
10.1016/S0040-4020(01)91149-4
10.1021/jo961876k
10.1016/S0040-4039(99)02235-2
10.1002/1521-3765(20010601)7:11<2341::AID-CHEM23410>3.0.CO;2-S
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Issue 30
Keywords FUNCTIONALIZATION
MIGRATION
ABSOLUTE
ANTIBIOTICS
PHENOLS
ARYL HALIDES
FUSED POLYCYCLES
C-H ACTIVATION
BROMIDES
CYCLIZATION
Intramolecular reaction
Platinoid Compounds
Arylation
Catalytic reaction
Catalyst selectivity
Transition metal Compounds
Complex catalyst
Experimental study
Palladium compound
Catalyst activity
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References MATSUMOTO, T (WOS:A1992HQ81400069) 1992; 114
Satoh, T (WOS:A1997XX18100020) 1997; 36
Bringmann, G (WOS:000085335200014) 2000; 65
Hassan, J (WOS:000175550000003) 2002; 102
Campo, MA (WOS:000185711100026) 2003; 125
Okazawa, T (WOS:000175521200017) 2002; 124
AMES, DE (WOS:A1984SX96100038) 1984; 40
CATELLANI, M (WOS:A1992HJ16400015) 1992; 425
Bringmann, G (WOS:000086348400021) 2000; 65
DIEDERICH F (WOS:000222950900019.8) 1998
Futagami, S (WOS:000085357000019) 2000; 41
Hennings, DD (WOS:A1997WC12200002) 1997; 62
Harayama, T (WOS:000071491900011) 1997; 46
Harris, MC (WOS:000081997500042) 1999; 64
Miura, M (WOS:000221040600004) 2004; 43
Martin-Matute, B (WOS:000169209900008) 2001; 7
Kakiuchi, F (WOS:000181088000009) 2003; 125
Hennessy, EJ (WOS:000185784700012) 2003; 125
Cuny, GD (WOS:000185941000024) 2003; 44
Kametani, Y (WOS:000086555200033) 2000; 41
Qabaja, G (WOS:000165199000052) 2000; 65
Sezen, B (WOS:000182682700014) 2003; 125
Kitamura, M (WOS:000080170100010) 1999; 38
Oi, S (WOS:000186474400007) 2003; 44
RICE, JE (WOS:A1995TH61000064) 1995; 60
HOSOYA, T (WOS:A1994MW99000023) 1994; 116
Huang, QH (WOS:000222120900024) 2004; 126
Park, CH (WOS:000220508600023) 2004; 6
ZOLLINGER H (WOS:000222950900019.32) 1964; 2
Oi, S (WOS:000077083700009) 1998
Glover, B (WOS:000180766400018) 2003; 5
Bedford, RB (WOS:000180458100024) 2003; 42
Zollinger H. (ja049017yb00017/ja049017yb00017_1) 1964; 2
For (ja049017yb00002/ja049017yb00002_1) 2003; 125
Martin-Matute B. (ja049017yb00015/ja049017yb00015_1) 2001; 7
Ames (ja049017yb00008/ja049017yb00008_1) 1984; 40
With (ja049017yb00004/ja049017yb00004_1) 1999; 38
For (ja049017yb00001/ja049017yb00001_1) 2002; 102
Catellani M. (ja049017yb00015/ja049017yb00015_2) 1992; 425
Harris M. C. (ja049017yb00010/ja049017yb00010_1) 1999; 64
For (ja049017yb00012/ja049017yb00012_1) 2004; 43
For (ja049017yb00016/ja049017yb00016_1) 2003; 125
Hennings D. D. (ja049017yb00007/ja049017yb00007_1) 1997; 62
Current (ja049017yb00003/ja049017yb00003_1) 2003; 42
After (ja049017yb00006/ja049017yb00006_1) 2004; 126
Futagami S. (ja049017yb00005/ja049017yb00005_1) 2000; 41
References_xml – volume: 124
  start-page: 5286
  year: 2002
  ident: WOS:000175521200017
  article-title: Palladium-catalyzed multiple arylation of thiophenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0259279
  contributor:
    fullname: Okazawa, T
– year: 1998
  ident: WOS:000222950900019.8
  publication-title: METAL CATALYZED CROS
  contributor:
    fullname: DIEDERICH F
– volume: 126
  start-page: 7460
  year: 2004
  ident: WOS:000222120900024
  article-title: Pd-catalyzed alkyl to aryl migration and cyclization: An efficient synthesis of fused polycycles via multiple C-H activation
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja047980y
  contributor:
    fullname: Huang, QH
– volume: 125
  start-page: 11506
  year: 2003
  ident: WOS:000185711100026
  article-title: 1,4-Palladium migration via C-H activation, followed by arylation: Synthesis of fused polycycles
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: Campo, MA
– volume: 40
  start-page: 1919
  year: 1984
  ident: WOS:A1984SX96100038
  article-title: PALLADIUM-CATALYZED CYCLIZATION OF 2-SUBSTITUTED HALOGENOARENES BY DEHYDROHALOGENATION
  publication-title: TETRAHEDRON
  contributor:
    fullname: AMES, DE
– volume: 2
  start-page: 162
  year: 1964
  ident: WOS:000222950900019.32
  publication-title: ADV PHYS ORG CHEM
  contributor:
    fullname: ZOLLINGER H
– volume: 64
  start-page: 6019
  year: 1999
  ident: WOS:000081997500042
  article-title: Sequential N-arylation of primary amines as a route to alkyldiarylamines
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Harris, MC
– volume: 41
  start-page: 2655
  year: 2000
  ident: WOS:000086555200033
  article-title: Regioselective arylation of benzanilides with aryl triflates or bromides under palladium catalysis
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: Kametani, Y
– volume: 65
  start-page: 2069
  year: 2000
  ident: WOS:000086348400021
  article-title: First atropo-divergent total synthesis of the antimalarial korupensamines A and B by the "lactone method"
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Bringmann, G
– volume: 102
  start-page: 1359
  year: 2002
  ident: WOS:000175550000003
  article-title: Aryl-aryl bond formation one century after the discovery of the Ullmann reaction
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr000664r
  contributor:
    fullname: Hassan, J
– volume: 41
  start-page: 1063
  year: 2000
  ident: WOS:000085357000019
  article-title: Total synthesis of ravidomycin: revision of absolute and relative stereochemistry
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: Futagami, S
– volume: 425
  start-page: 151
  year: 1992
  ident: WOS:A1992HJ16400015
  article-title: PALLADACYCLE FORMATION BY ELECTROPHILIC AROMATIC-SUBSTITUTION, AS MONITORED BY H-1-NMR SPECTROSCOPY
  publication-title: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  contributor:
    fullname: CATELLANI, M
– volume: 125
  start-page: 12084
  year: 2003
  ident: WOS:000185784700012
  article-title: Synthesis of substituted oxindoles from alpha-chloroacetanilides via palladium-catalyzed C-H functionalization
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja037546g
  contributor:
    fullname: Hennessy, EJ
– volume: 62
  start-page: 2
  year: 1997
  ident: WOS:A1997WC12200002
  article-title: Anion-accelerated palladium-catalyzed intramolecular coupling of phenols with aryl halides
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Hennings, DD
– volume: 116
  start-page: 1004
  year: 1994
  ident: WOS:A1994MW99000023
  article-title: TOTAL SYNTHESIS OF THE GILVOCARCINS
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: HOSOYA, T
– volume: 6
  start-page: 1159
  year: 2004
  ident: WOS:000220508600023
  article-title: Palladium-catalyzed arylation and heteroarylation of indolizines
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol049866q
  contributor:
    fullname: Park, CH
– volume: 65
  start-page: 722
  year: 2000
  ident: WOS:000085335200014
  article-title: Atropisomerization barriers of configurationally unstable biaryl compounds, useful substrates for atroposelective conversions to axially chiral biaryls
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Bringmann, G
– volume: 46
  start-page: 61
  year: 1997
  ident: WOS:000071491900011
  article-title: A concise synthesis of arnottin I via internal biaryl coupling reaction using palladium reagent
  publication-title: HETEROCYCLES
  contributor:
    fullname: Harayama, T
– volume: 38
  start-page: 1229
  year: 1999
  ident: WOS:000080170100010
  article-title: Total synthesis of pradimicinone, the common aglycon of the pradimicin-benanomicin antibiotics
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  contributor:
    fullname: Kitamura, M
– volume: 44
  start-page: 8665
  year: 2003
  ident: WOS:000186474400007
  article-title: Rhodium-HMPT-catalyzed direct ortho arylation of phenols with aryl bromides
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2003.09.151
  contributor:
    fullname: Oi, S
– volume: 125
  start-page: 1698
  year: 2003
  ident: WOS:000181088000009
  article-title: A ruthenium-catalyzed reaction of aromatic ketones with arylboronates: A new method for the arylation of aromatic compounds via C-H bond cleavage
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja029273f
  contributor:
    fullname: Kakiuchi, F
– volume: 60
  start-page: 8101
  year: 1995
  ident: WOS:A1995TH61000064
  article-title: SOME OBSERVATIONS ON THE PALLADIUM-CATALYZED TRIFLATE-ARENE CYCLIZATION OF ELECTRON-RICH BIARYL SUBSTRATES
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: RICE, JE
– volume: 5
  start-page: 301
  year: 2003
  ident: WOS:000180766400018
  article-title: Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol027266q
  contributor:
    fullname: Glover, B
– volume: 125
  start-page: 5274
  year: 2003
  ident: WOS:000182682700014
  article-title: Selective C-arylation of free (NH)-heteroarenes via catalytic C-H bond functionalization (Retracted Article. See vol 128, pg 8364, 2006)
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja034848+
  contributor:
    fullname: Sezen, B
– volume: 7
  start-page: 2341
  year: 2001
  ident: WOS:000169209900008
  article-title: Intramolecular C-H activation by alkylpalladium(II) complexes: Insights into the mechanism of the palladium-catalyzed arylation reaction
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  contributor:
    fullname: Martin-Matute, B
– volume: 43
  start-page: 2201
  year: 2004
  ident: WOS:000221040600004
  article-title: Rational ligand design in constructing efficient catalyst systems for Suzuki-Miyaura coupling
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200301753
  contributor:
    fullname: Miura, M
– volume: 36
  start-page: 1740
  year: 1997
  ident: WOS:A1997XX18100020
  article-title: Palladium-catalyzed regioselective mono- and diarylation reactions of 2-phenylphenols and naphthols with aryl halides
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH
  contributor:
    fullname: Satoh, T
– start-page: 2439
  year: 1998
  ident: WOS:000077083700009
  article-title: Rhodium-catalysed direct ortho arylation of 2-arylpyridines with arylstannanes via C-H activation
  publication-title: CHEMICAL COMMUNICATIONS
  contributor:
    fullname: Oi, S
– volume: 114
  start-page: 3568
  year: 1992
  ident: WOS:A1992HQ81400069
  article-title: TOTAL SYNTHESIS AND ABSOLUTE STEREOCHEMICAL ASSIGNMENT OF GILVOCARCIN-M
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: MATSUMOTO, T
– volume: 44
  start-page: 8149
  year: 2003
  ident: WOS:000185941000024
  article-title: Intramolecular ortho-arylation of phenols utilized in the synthesis of the aporphine alkaloids (+/-)-lirinidine and (+/-)-nuciferine
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2003.09.026
  contributor:
    fullname: Cuny, GD
– volume: 42
  start-page: 112
  year: 2003
  ident: WOS:000180458100024
  article-title: The catalytic intermolecular orthoarylation of phenols
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  contributor:
    fullname: Bedford, RB
– volume: 65
  start-page: 7187
  year: 2000
  ident: WOS:000165199000052
  article-title: Annulation strategies for benzo[b]fluorene synthesis: Efficient routes to the kinafluorenone and WS-5995 antibiotics
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Qabaja, G
– volume: 126
  start-page: 7460
  year: 2004
  ident: ja049017yb00006/ja049017yb00006_1
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja047980y
  contributor:
    fullname: After
– volume: 64
  start-page: 6019
  year: 1999
  ident: ja049017yb00010/ja049017yb00010_1
  publication-title: J. Org. Chem.
  doi: 10.1021/jo990568u
  contributor:
    fullname: Harris M. C.
– volume: 425
  start-page: 151
  year: 1992
  ident: ja049017yb00015/ja049017yb00015_2
  publication-title: J. Organomet. Chem.
  doi: 10.1016/0022-328X(92)80031-R
  contributor:
    fullname: Catellani M.
– volume: 2
  start-page: 200
  year: 1964
  ident: ja049017yb00017/ja049017yb00017_1
  publication-title: Adv. Phys. Org. Chem.
  contributor:
    fullname: Zollinger H.
– volume: 102
  start-page: 1359
  year: 2002
  ident: ja049017yb00001/ja049017yb00001_1
  publication-title: Chem. Rev.
  doi: 10.1021/cr000664r
  contributor:
    fullname: For
– volume: 42
  start-page: 112
  year: 2003
  ident: ja049017yb00003/ja049017yb00003_1
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.200390037
  contributor:
    fullname: Current
– volume: 125
  start-page: 12084
  year: 2003
  ident: ja049017yb00016/ja049017yb00016_1
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja037546g
  contributor:
    fullname: For
– volume: 125
  start-page: 5274
  year: 2003
  ident: ja049017yb00002/ja049017yb00002_1
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja034848+
  contributor:
    fullname: For
– volume: 38
  start-page: 1229
  year: 1999
  ident: ja049017yb00004/ja049017yb00004_1
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/(SICI)1521-3773(19990503)38:9<1229::AID-ANIE1229>3.0.CO;2-B
  contributor:
    fullname: With
– volume: 43
  start-page: 2201
  year: 2004
  ident: ja049017yb00012/ja049017yb00012_1
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.200301753
  contributor:
    fullname: For
– volume: 40
  start-page: 1919
  year: 1984
  ident: ja049017yb00008/ja049017yb00008_1
  publication-title: Tetrahedron
  doi: 10.1016/S0040-4020(01)91149-4
  contributor:
    fullname: Ames
– volume: 62
  start-page: 2
  year: 1997
  ident: ja049017yb00007/ja049017yb00007_1
  publication-title: J. Org. Chem.
  doi: 10.1021/jo961876k
  contributor:
    fullname: Hennings D. D.
– volume: 41
  start-page: 1063
  year: 2000
  ident: ja049017yb00005/ja049017yb00005_1
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(99)02235-2
  contributor:
    fullname: Futagami S.
– volume: 7
  start-page: 2341
  year: 2001
  ident: ja049017yb00015/ja049017yb00015_1
  publication-title: Chem. Eur. J.
  doi: 10.1002/1521-3765(20010601)7:11<2341::AID-CHEM23410>3.0.CO;2-S
  contributor:
    fullname: Martin-Matute B.
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Snippet In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds....
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SubjectTerms Chemistry
Chemistry, Multidisciplinary
Exact sciences and technology
Organic chemistry
Physical Sciences
Science & Technology
Title Biaryl Synthesis via Direct Arylation:  Establishment of an Efficient Catalyst for Intramolecular Processes
URI http://dx.doi.org/10.1021/ja049017y
https://api.istex.fr/ark:/67375/TPS-B7FT7FR2-S/fulltext.pdf
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https://www.ncbi.nlm.nih.gov/pubmed/15281800
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