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11 article(s) from Yan, Chao-Guo

Molecular diversity of the base-promoted reaction of phenacylmalononitriles with dialkyl but-2-ynedioates

Hui Zheng,
Ying Han,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 08 Aug 2022

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1. Graphical Abstract
2. Scheme 1: Representative cycloaddition reactions of phenacylmalononitriles.
  
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3. Figure 1: Single crystal structure of compound 3k.
  
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4. Figure 2: Single crystal structure of compound 4a.
  
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5. Figure 3: Single crystal structure of compound 4c.
  
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6. Scheme 2: Proposed reaction mechanism for compounds 3, 4, and 5.
  
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7. Figure 4: Single crystal structure of compound 5.
  
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8. Scheme 3: Control experiment.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2022, 18, 991–998, doi:10.3762/bjoc.18.99

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Copper-catalyzed multicomponent reactions for the efficient synthesis of diverse spirotetrahydrocarbazoles

Shao-Cong Zhan,
Ren-Jie Fang,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 07 Jul 2022

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1. Graphical Abstract
2. Scheme 1: Construction of diverse tetrahydrocarbazoles via Levy-type reaction.
  
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3. Scheme 2: Synthesis of spiro[carbazole-3,3'-inolines]. Reaction conditions: 2-methylindole (0.5 mmol), aromat...
  
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4. Scheme 3: Synthesis of spiro[carbazole-2,3'-indolines]. Reaction conditions: 2-methylindole (0.5 mmol), aroma...
  
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5. Scheme 4: Synthesis of tetrahydrospiro[carbazole-3,5'-pyrimidines]. Reaction conditions: 2-methylindole (0.5 ...
  
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6. Scheme 5: Synthesis of tetrahydrospiro[carbazole-3,1'-cycloalkane]-diones. Reaction conditions: 2-methylindol...
  
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7. Scheme 6: Synthesis of 3,3'-(arylmethylene)bis(2-methyl-1H-indole). Reaction conditions: 2-methylindole (1.0 ...
  
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8. Scheme 7: Proposed reaction mechanism for the multicomponent reaction.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2022, 18, 796–808, doi:10.3762/bjoc.18.80

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Tri(n-butyl)phosphine-promoted domino reaction for the efficient construction of spiro[cyclohexane-1,3'-indolines] and spiro[indoline-3,2'-furan-3',3''-indolines]

Hui Zheng,
Ying Han,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 14 Jun 2022

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1. Graphical Abstract
2. Figure 1: Single crystal structure of compound 3l.
  
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3. Figure 2: Single crystal structure of compound 3s.
  
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4. Figure 3: Single crystal structure of compound 3f’.
  
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5. Figure 4: Single crystal structure of compound 5a.
  
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6. Scheme 1: Proposed reaction mechanism for the compounds 3 and 5.
  
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7. Figure 5: Single crystal struture of compound 8a.
  
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8. Scheme 2: Proposed mechanism for the formation of dispiro compounds 8.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2022, 18, 669–679, doi:10.3762/bjoc.18.68

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Efficient synthesis of polyfunctionalized carbazoles and pyrrolo[3,4-c]carbazoles via domino Diels–Alder reaction

Ren-Jie Fang,
Chen Yan,
Jing Sun,
Ying Han and
Chao-Guo Yan

Full Research Paper
Published 16 Sep 2021

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1. Graphical Abstract
2. Figure 1: Representative bioactive carbazole derivatives.
  
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3. Scheme 1: Synthesis of tetrahydropyrrolo[3,4-c]carbazoles 3a and 3b.
  
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4. Figure 2: Single crystal structure of the isomer 3a.
  
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5. Figure 3: Single crystal structure of the isomer 3b.
  
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6. Figure 4: Single crystal structure of the isomer 4g.
  
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7. Scheme 2: Proposed domino reaction mechanism for the formation of carbazoles 6.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2021, 17, 2425–2432, doi:10.3762/bjoc.17.159

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Synthesis of diamido-bridged bis-pillar[5]arenes and tris-pillar[5]arenes for construction of unique [1]rotaxanes and bis-[1]rotaxanes

Ying Han,
Li-Ming Xu,
Cui-Yun Nie,
Shuo Jiang,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 04 Jul 2018

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1. Graphical Abstract
2. Scheme 1: Synthesis of pillar[5]arene mono(oxyalkoxy)benzoic acids 3a–c.
  
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3. Figure 1: single crystal structure of pillar[5]arene 2a.
  
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4. Figure 2: Single crystal structure of pillar[5]arene 2f.
  
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5. Scheme 2: Synthesis of diamido-bridged bis-pillar[5]arenes 5a–d.
  
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6. Figure 3: The 2D NOSEY spectrum of bis-pillar[5]arene 5d.
  
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7. Scheme 3: Synthesis of pillar[5]arene di(oxyalkoxy)benzoic acid 8.
  
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8. Figure 4: Single crystal structure of pillar[5]arene 7.
  
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9. Scheme 4: Synthesis of diamido-bridged tris-pillar[5]arenes 9a–d.
  
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10. Figure 5: The 2D NOSEY spectra of tris-pillar[5]arene 9d.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2018, 14, 1660–1667, doi:10.3762/bjoc.14.142

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One-pot four-component reaction for convenient synthesis of functionalized 1-benzamidospiro[indoline-3,4'-pyridines]

Chao Wang,
Yan-Hong Jiang and
Chao-Guo Yan

Full Research Paper
Published 14 Nov 2014

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1. Graphical Abstract
2. Figure 1: Molecular structure of spiro[indoline-3,4'-pyridine] 1k.
  
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3. Scheme 1: The dynamic equilibrium of cis/trans-conformation of spiro[indoline-3,4'-pyridine].
  
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4. Scheme 2: Proposed reaction mechanism for the four-component reaction.
  
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Beilstein J. Org. Chem. 2014, 10, 2671–2676, doi:10.3762/bjoc.10.281

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Four-component reaction of cyclic amines, 2-aminobenzothiazole, aromatic aldehydes and acetylenedicarboxylate

Hong Gao,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 27 Dec 2013

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1. Graphical Abstract
2. Figure 1: Molecular structure of compound 1f.
  
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3. Figure 2: Molecular structure of compound 2a.
  
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4. Figure 3: Molecular structure of compound 2h.
  
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5. Scheme 1: The proposed reaction mechanism for the four-component reaction.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2013, 9, 2934–2939, doi:10.3762/bjoc.9.330

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Facile synthesis of functionalized spiro[indoline-3,2'-oxiran]-2-ones by Darzens reaction

Qin Fu and
Chao-Guo Yan

Full Research Paper
Published 13 May 2013

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1. Graphical Abstract
2. Scheme 1: Synthesis of spiro-epoxyoxindole with pyridinium ylide.
  
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3. Figure 1: Molecular structure of spiro compound 3c.
  
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4. Figure 2: Molecular structure of spiro compound 4a.
  
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5. Figure 3: Molecular structure of spiro compound 5o.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2013, 9, 918–924, doi:10.3762/bjoc.9.105

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Synthesis of functionalized spiro[indoline-3,4’-pyridines] and spiro[indoline-3,4’-pyridinones] via one-pot four-component reactions

Li-Juan Zhang,
Qun Wu,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 02 May 2013

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1. Graphical Abstract
2. Figure 1: Molecular structure of the spiro compound 1c.
  
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3. Figure 2: Molecular structure of the spiro compound 1h.
  
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4. Figure 3: Molecular structure of spiro compound 2b.
  
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5. Figure 4: Molecular structure of spiro compound 3b.
  
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6. Scheme 1: The proposed mechanism for the domino reaction.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2013, 9, 846–851, doi:10.3762/bjoc.9.97

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Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

Yan Sun,
Jing Sun and
Chao-Guo Yan

Full Research Paper
Published 03 Jan 2013

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1. Graphical Abstract
2. Scheme 1: The four-component reactions containing dimedone (a) and cyclopentane-1,3-dione (b).
  
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3. Figure 1: Molecular structure of spiro[dihydropyridine-oxindole] 1b.
  
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4. Figure 2: The two kinds of spiro compounds from reactions of isatins with arylamines and cyclic 1,3-diketones....
  
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5. Figure 3: Molecular structure of spiro[dihydropyridine-oxindole] 2f.
  
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6. Scheme 2: Condensation reactions of isatins with cyclopentane-1,3-dione.
  
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7. Figure 4: Molecular structure of compound 3d.
  
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8. Scheme 3: Proposed reaction mechanism for the three-component reaction.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2013, 9, 8–14, doi:10.3762/bjoc.9.2

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Facile synthesis of functionalized tetrahydroquinolines via domino Povarov reactions of arylamines, methyl propiolate and aromatic aldehydes

Jing Sun,
Hong Gao,
Qun Wu and
Chao-Guo Yan

Full Research Paper
Published 26 Oct 2012

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1. Graphical Abstract
2. Scheme 1: Synthesis of polysubstituted tetrahydroquinolines 1a–1m.
  
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3. Figure 1: Molecular structure of compound 1c.
  
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4. Scheme 2: The proposed mechanism of domino Povarov reaction.
  
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Graphical Abstract

Beilstein J. Org. Chem. 2012, 8, 1839–1843, doi:10.3762/bjoc.8.211

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