[Au]/[Pd] Multicatalytic Processes: Direct One-Pot Access to Benzo[ c ]chromenes and Benzo[ b ]furans

Yoshihiro Oonishi; Adrián Gómez-Suárez; Anthony R. Martin; Yusuke Makida; Alexandra M. Z. Slawin; Steven P. Nolan

doi:10.1002/chem.201404630

[Au]/[Pd] Multicatalytic Processes: Direct One-Pot Access to Benzo[ c ]chromenes and Benzo[ b ]furans

Yoshihiro Oonishi, Adrián Gómez-Suárez, Anthony R. Martin, Yusuke Makida, Alexandra M. Z. Slawin, Steven P. Nolan

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

16 Scopus citations

Abstract

A new synthetic protocol that combines the advantages offered by eco-friendly solvent-free reactions and sequential transformations is reported. This strategy offers straightforward access to benzo[c]chromenes and benzo[b]furans from commercially available starting materials. This two-step, one-pot strategy consists of an Au-catalyzed hydrophenoxylation process followed by Pd-catalyzed C-H activation or Mizoroki-Heck reactions. The selectivity of the process towards C-H activation or Mizoroki-Heck reaction can be easily tuned. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Original language	English (US)
Pages (from-to)	13507-13510
Number of pages	4
Journal	Chemistry - A European Journal
Volume	20
Issue number	42
DOIs	https://doi.org/10.1002/chem.201404630
State	Published - Aug 28 2014
Externally published	Yes

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title = "[Au]/[Pd] Multicatalytic Processes: Direct One-Pot Access to Benzo[ c ]chromenes and Benzo[ b ]furans",

abstract = "A new synthetic protocol that combines the advantages offered by eco-friendly solvent-free reactions and sequential transformations is reported. This strategy offers straightforward access to benzo[c]chromenes and benzo[b]furans from commercially available starting materials. This two-step, one-pot strategy consists of an Au-catalyzed hydrophenoxylation process followed by Pd-catalyzed C-H activation or Mizoroki-Heck reactions. The selectivity of the process towards C-H activation or Mizoroki-Heck reaction can be easily tuned. {\textcopyright} 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

author = "Yoshihiro Oonishi and Adri{\'a}n G{\'o}mez-Su{\'a}rez and Martin, {Anthony R.} and Yusuke Makida and Slawin, {Alexandra M. Z.} and Nolan, {Steven P.}",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: The ERC (Advanced Investigator Award-FUNCAT), EPSRC, and Syngenta are gratefully acknowledged for support. Umicore AG is acknowledged for their generous gift of materials. The EPSRC National Mass Spectrometry Service Centre (NMSSC) is gratefully acknowledged for HRMS analyses. S.P.N. is a Royal Society Wolfson Research Merit Award holder. S.P.N. thanks King Abdullah University of Science and Technology (CCF project) for support. Y.O. thanks the Uehara Memorial Foundation for a Research Fellowship. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

year = "2014",

month = aug,

day = "28",

doi = "10.1002/chem.201404630",

language = "English (US)",

volume = "20",

pages = "13507--13510",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley-VCH Verlag",

number = "42",

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T1 - [Au]/[Pd] Multicatalytic Processes: Direct One-Pot Access to Benzo[ c ]chromenes and Benzo[ b ]furans

AU - Oonishi, Yoshihiro

AU - Gómez-Suárez, Adrián

AU - Martin, Anthony R.

AU - Makida, Yusuke

AU - Slawin, Alexandra M. Z.

AU - Nolan, Steven P.

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: The ERC (Advanced Investigator Award-FUNCAT), EPSRC, and Syngenta are gratefully acknowledged for support. Umicore AG is acknowledged for their generous gift of materials. The EPSRC National Mass Spectrometry Service Centre (NMSSC) is gratefully acknowledged for HRMS analyses. S.P.N. is a Royal Society Wolfson Research Merit Award holder. S.P.N. thanks King Abdullah University of Science and Technology (CCF project) for support. Y.O. thanks the Uehara Memorial Foundation for a Research Fellowship. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2014/8/28

Y1 - 2014/8/28

N2 - A new synthetic protocol that combines the advantages offered by eco-friendly solvent-free reactions and sequential transformations is reported. This strategy offers straightforward access to benzo[c]chromenes and benzo[b]furans from commercially available starting materials. This two-step, one-pot strategy consists of an Au-catalyzed hydrophenoxylation process followed by Pd-catalyzed C-H activation or Mizoroki-Heck reactions. The selectivity of the process towards C-H activation or Mizoroki-Heck reaction can be easily tuned. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

AB - A new synthetic protocol that combines the advantages offered by eco-friendly solvent-free reactions and sequential transformations is reported. This strategy offers straightforward access to benzo[c]chromenes and benzo[b]furans from commercially available starting materials. This two-step, one-pot strategy consists of an Au-catalyzed hydrophenoxylation process followed by Pd-catalyzed C-H activation or Mizoroki-Heck reactions. The selectivity of the process towards C-H activation or Mizoroki-Heck reaction can be easily tuned. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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M3 - Article

C2 - 25168654

SN - 0947-6539

VL - 20

SP - 13507

EP - 13510

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 42

ER -

[Au]/[Pd] Multicatalytic Processes: Direct One-Pot Access to Benzo[ c ]chromenes and Benzo[ b ]furans

Abstract

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