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2 article(s) from Huang, Hao

Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

Man-Man Wang,
Hao Huang,
Lei Shu,
Jian-Min Liu,
Jian-Qiu Zhang,
Yi-Le Yan and
Da-Yong Zhang

Beilstein J. Org. Chem. 2020, 16, 233–247, doi:10.3762/bjoc.16.25

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Scheme 1: The commonly recognized HPPD catalytic reaction mechanism.

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Figure 1: Chemical structures of the commercial HPPD inhibitors.

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Figure 2: The design strategy of aryloxyacetic acid derivatives as HPPD inhibitors and simulate the binding m...

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Scheme 2: Synthetic route of the title compounds I. Reagents and conditions: (a) methyl chloroacetate, K₂CO₃,...

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Scheme 3: Synthetic route of the title compound III. Reagents and conditions: (a) methyl chloroacetate, K₂CO₃...

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Scheme 4: Synthetic route of the title compounds II. Reagents and conditions: (a) NaOH, TBAB, H₂O, 100 °C; (b...

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Figure 3: Crystal structures of I18 and III4.

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Figure 4: Simulated binding mode of mesotrione (A), compound I12 (B) and compound II4 (C) with AtHPPD. The ke...

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Figure 5: Sum of inhibition rate of title compounds at 150 g ai/ha. (Abbreviations: AJ, Abutilon juncea; AR, ...

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Figure 6: Simulated folding mode of mesotrione (yellow sticks) and compound II4 (gray sticks) with AtHPPD. Th...

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Published 19 Feb 2020

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Hydroquinone–pyrrole dyads with varied linkers

Hao Huang,
Christoffer Karlsson,
Maria Strømme,
Martin Sjödin and
Adolf Gogoll

Beilstein J. Org. Chem. 2016, 12, 89–96, doi:10.3762/bjoc.12.10

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Figure 1: Structure of pyrrole/hydroquinone derivatives 3-(2,5-dimethoxyphenyl)-1H-pyrrole (1) and 3-(1,4-dih...

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Figure 2: Hydroquinone dimethyl ether functionalized pyrroles with linkers L discussed in this study.

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Scheme 1: Synthetic route for 3-(2,5-dimethoxybenzyl)-1H-pyrrole (3a). Conditions: i) Pd(PPh₃)₄, Na₂CO₃ (2 M ...

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Scheme 2: Synthetic route for 3-(2,5-dimethoxystyryl)-1H-pyrrole (3c); cis-4c and trans-4c were separated chr...

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Scheme 3: Synthesis of 3-((2,5-dimethoxyphenyl)ethynyl)-1H-pyrrole (3d). Conditions: i) Ethynyltrimethylsilan...

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Scheme 4: Synthesis of 3-(2,5-dimethoxyphenethyl)-1H-pyrrole (3b). Conditions: i) Pd/C, MeOH/acetone, rt, 1.5...

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Figure 3: ¹H NMR spectra (400 MHz, CDCl₃ solution) of the DMB-pyrrole dyads (aliphatic signals not shown).

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Figure 4: ¹³C NMR spectra (100.6 MHz, CDCl₃ solution) of the DMB-pyrrole dyads (aliphatic signals not shown).

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Figure 5: UV–vis absorption spectra of 1, 3a–d, (full lines) and the reference compounds DMB, DMB-VI, DMB-EN ...

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Figure 6: Calculated HOMO for 3a (a) and 3d (b).

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Published 18 Jan 2016

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