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2 article(s) from Jiang, Zhijiang

Bromide-assisted chemoselective Heck reaction of 3-bromoindazoles under high-speed ball-milling conditions: synthesis of axitinib

Jingbo Yu,
Zikun Hong,
Xinjie Yang,
Yu Jiang,
Zhijiang Jiang and
Weike Su

Beilstein J. Org. Chem. 2018, 14, 786–795, doi:10.3762/bjoc.14.66

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Scheme 1: Representative pharmaceutically useful indazoles.

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Scheme 2: Model Heck reaction of 3-bromo-N-methyl-1H-indazole (1a) and n-butyl acrylate (2a). (173 stainless-...

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Figure 1: Investigation of additives in the Heck reaction: 1a (1.5 mmol), 2a (2.25 mmol), Pd(OAc)₂ (5 mol %),...

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Scheme 3: The control experiments. ^aTEA (1.8 mmol), silica gel (5.0 g), ^bPd(OAc)₂ (5 mol %), PPh₃ (10 mol %),...

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Scheme 4: Plausible reaction pathway.

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Figure 2: Influence of milling time and rotation speed on the Heck reaction: 1a (1.5 mmol), 2a (2.25 mmol), P...

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Figure 3: Influence of the milling ball filling degree with different size on the Heck reaction: 1a (1.5 mmol...

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Scheme 5: Examination of the substrate scope. Reaction conditions: 1 (1.5 mmol), 2 (2.25 mmol), Pd(OAc)₂ (5 m...

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Scheme 6: Synthesis of axitinib by mechanochemical Heck–Migita coupling. Reagents and conditions: (i) NBS, Na...

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Published 06 Apr 2018

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Encaging palladium(0) in layered double hydroxide: A sustainable catalyst for solvent-free and ligand-free Heck reaction in a ball mill

Wei Shi,
Jingbo Yu,
Zhijiang Jiang,
Qiaoling Shao and
Weike Su

Beilstein J. Org. Chem. 2017, 13, 1661–1668, doi:10.3762/bjoc.13.160

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Scheme 1: Supported catalysts in cross-coupling reactions. MM represents mixer mill; PM represents planetary ...

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Figure 1: The XRD patterns for the samples of MgAl-LDHs, MgAl-LDHs-PdCl₄²⁻ and Pd/MgAl-LDHs.

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Scheme 2: Selected model reaction.

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Figure 2: Examination of the milling-ball filling degree (Φ_MB) and milling-ball sizes on the yield of 3aa. Re...

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Figure 3: Examination of ball-milling time and rotation speed on the yield of 3aa. Reaction conditions: 1a (1...

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Figure 4: Substrate scope of Pd/MgAl-LDHs catalyzed Heck reactions. Reaction conditions unless otherwise note...

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Scheme 3: Pd/MgAl-LDHs catalyzed Heck reactions of heteroaryl bromides. Reaction conditions unless otherwise ...

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Figure 5: Recycling studies of the Pd/MgAl-LDH catalyst for Heck reactions. Reaction conditions: 1i or 1m (1....

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Published 14 Aug 2017

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