Literature DB >> 26991450

Ligand-Promoted C(sp(3) )-H Olefination en Route to Multi-functionalized Pyrazoles.

Weibo Yang1, Shengqing Ye1, Yvonne Schmidt2, Dean Stamos2, Jin-Quan Yu3.   

Abstract

A Pd-catalyzed/N-heterocycle-directed C(sp(3) )-H olefination has been developed. The monoprotected amino acid ligand (MPAA) is found to significantly promote Pd-catalyzed C(sp(3) )-H olefination for the first time. Cu(OAc)2 instead of Ag(+) salts are used as the terminal oxidant. This reaction provides a useful method for the synthesis of alkylated pyrazoles.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; amino acid ligands; olefination; organic chemistry; pyrazole

Mesh:

Substances:

Year:  2016        PMID: 26991450      PMCID: PMC4944759          DOI: 10.1002/chem.201600704

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  43 in total

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6.  Ligand-accelerated C-H activation reactions: evidence for a switch of mechanism.

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7.  Pd(II)-catalyzed ortho- or meta-C-H olefination of phenol derivatives.

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9.  A general palladium-catalyzed method for alkylation of heteroarenes using secondary and tertiary alkyl halides.

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2.  Utilizing Carbonyl Coordination of Native Amides for Palladium-Catalyzed C(sp3 )-H Olefination.

Authors:  Hojoon Park; Yang Li; Jin-Quan Yu
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3.  Distal γ-C(sp3 )-H Olefination of Ketone Derivatives and Free Carboxylic Acids.

Authors:  Han Seul Park; Zhoulong Fan; Ru-Yi Zhu; Jin-Quan Yu
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4.  Ligand-Enabled β-C(sp3)-H Olefination of Free Carboxylic Acids.

Authors:  Zhe Zhuang; Chang-Bin Yu; Gang Chen; Qing-Feng Wu; Yi Hsiao; Candice L Joe; Jennifer X Qiao; Michael A Poss; Jin-Quan Yu
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Review 5.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
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Review 6.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

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  7 in total

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