Metal-free synthesis of difluoro/trifluoromethyl carbinol-containing chromones via tandem cyclization of o-hydroxyaryl enaminones DOI

Longhui Wu,

Xia Liu,

Zhao-Wen Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(46), P. 9236 - 9241

Published: Jan. 1, 2023

A convenient and efficient method for the synthesis of difluoro/trifluoromethyl carbinol-containing chromone derivatives has been developed.

Language: Английский

I2-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations DOI
You Zhou, Li‐Sheng Wang,

Shuang‐Gui Lei

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 36(1), P. 109799 - 109799

Published: March 20, 2024

Language: Английский

Citations

10

Divergent Synthesis of 2-Chromonyl-3-hydrazono-chromones and 2-Alkoxy-3-hydrazono-chromones through Switchable Annulation Reactions of o-Hydroxyphenylenaminones with Aryldiazonium Salts DOI
Siyu Song,

Menglin Peng,

Zhilai Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(23), P. 4980 - 4985

Published: June 4, 2024

An unprecedented selective chromone annulation reaction controlled by solvent for the divergent synthesis of two types 2,3-disubstituted skeletons has been developed. A variety 2-chromonyl-3-hydrazono-chromones and 2-alkoxy-3-hydrazono-chromones were constructed efficiently from readily available

Language: Английский

Citations

9

Electrochemical C-H Halogenations of Enaminones and Electron-Rich Arenes with Sodium Halide (NaX) as Halogen Source for the Synthesis of 3-Halochromones and Haloarenes DOI
Yan Lin, Jun Jin, Chaoli Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(17), P. 12378 - 12385

Published: Aug. 16, 2021

Without employing an external oxidant, the simple synthesis of 3-halochromones and various halogenated electron-rich arenes has been realized with electrode oxidation by simplest sodium halide (NaX, X = Cl, Br, I) as halogen source. This electrochemical method is advantageous for mild room temperature operation, environmental friendliness well broad substrate scope in both C–H bond donor source components.

Language: Английский

Citations

55

Metal-free C(sp2)-H perfluoroalkylsulfonylation and configuration inversion: Stereoselective synthesis of α-perfluoroalkylsulfonyl E-enaminones DOI
Qing Yu, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 32(11), P. 3514 - 3517

Published: April 28, 2021

Language: Английский

Citations

48

Amine-catalyzed synthesis of N2-sulfonyl 1,2,3-triazole in water and the tunable N2-H 1,2,3-triazole synthesis in DMSO via metal-free enamine annulation DOI
Y. P. Guo, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(2), P. 855 - 858

Published: Aug. 8, 2021

Language: Английский

Citations

48

Transition‐Metal‐Free C(sp2)‐H Dithiocarbamation and Chromone Annulation Cascade for 3‐Dithiocarbamyl Chromone Synthesis DOI
Tao Zhang, Weijun Yao, Jie‐Ping Wan

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(20), P. 4811 - 4816

Published: Aug. 26, 2021

Abstract The transition‐metal‐free synthesis of 3‐dithiocarbamyl chromones by reacting o ‐hydroxyphenylenaminones with thiurams in the presence KIO 3 and TEMPO is reported. In addition, synthesized herein have been successfully utilized as starting materials pyrimidines 3‐(benzylthio)chromones via featured chromone ring opening C−S bond cleavage, respectively. magnified image

Language: Английский

Citations

46

Photoredox-Catalyzed Cascade of o-Hydroxyarylenaminones to Access 3-Aminated Chromones DOI
Zhiwei Wang, Yu Zheng,

Yu-En Qian

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(2), P. 1477 - 1484

Published: Jan. 11, 2022

Reported herein is a photoredox-catalyzed amination of o-hydroxyarylenaminones with tert-butyl ((perfluoropyridin-4-yl)oxy)carbamate, versatile amidyl-radical precursor developed in our laboratory. This work establishes new cascade pathway for the assembly range 3-aminochromones under mild conditions. Downstream transformations obtained to construct diverse amino pyrimidines greatly broaden applications this photocatalyzed protocol.

Language: Английский

Citations

32

Visible light-mediated radical-cascade addition/cyclization of arylacrylamides with aldehydes to form quaternary oxindoles at room temperature DOI

Zhaozhao Sun,

Huawen Huang, Qiaolin Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(13), P. 3506 - 3514

Published: Jan. 1, 2022

The visible light-induced oxidative radical cascade coupling of N -arylacrylamides with aldehydes using bromide as the hydrogen atom transfer agent to synthesize functional oxindoles is described.

Language: Английский

Citations

30

Progress in the Study of α-Functionalization of Enaminone DOI Open Access
Ning Liu,

Xiaodan Cuan,

Hui Li

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(2), P. 602 - 602

Published: Jan. 1, 2023

烯胺酮是一类非常重要的有机合成砌块, 具有易获得、储存方便、反应多样性等优点. 更重要的是, 烯胺酮是许 多杂环化合物的重要前体.最近

Language: Английский

Citations

18

I2-DMSO mediated dual α,β-C(sp2)–H functionalization/bicyclization of o-hydroxyphenyl enaminones to construct C2,C3-disubstituted chromone derivatives: chromeno[2,3-b]pyrrol-4(1H)-ones DOI

Shuang‐Gui Lei,

You Zhou, Li‐Sheng Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(19), P. 4843 - 4847

Published: Jan. 1, 2023

An unprecedented dual α,β-C(sp 2 )–H functionalization/bicyclization strategy of o -hydroxyphenyl enaminones for the preparation chromeno[2,3- b ]pyrrol-4(1 H )-ones has been established.

Language: Английский

Citations

18