Mechanistic insights into rhodium-catalyzed C−H activation and annulation using vinyl acetate to access cinnolines and cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Ya-Nan Tian

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Rh( iii )-catalyzed C–H activation and annulation of N -aryl cyclic hydrazides with vinyl acetate to build cinnolines cinnolin-4(1 H )-ones have been reported.

Language: Английский

Rh(iii)-catalyzed simultaneous [3 + 3]/[5 + 1] annulation of 1-arylpyrazolidinones withgem-difluorocyclopropenes leading to fluorinated pyridopyrimidinone derivatives DOI

Mengyang Shen,

Hao Li, Xinying Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(21), P. 5976 - 5982

Published: Jan. 1, 2022

Presented herein is an efficient and concise synthesis of fluorinated pyridopyrimidinone derivatives through formal [3 + 3]/[5 1] annulation 1-arylpyrazolidinones with gem -difluorocyclopropenes.

Language: Английский

Citations

26
Advancement of vinylene carbonate as a coupling partner in metal-catalyzed C–H functionalization DOI

Yicong Ge,

Qiang Yan,

Jiang Nan

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(22), P. 5717 - 5734

Published: Jan. 1, 2023

Vinylene carbonate (VC) has emerged as a promising coupling partner to participate in various attractive C–H conversions and implement an increasing number of novel reactions. In this review, we provide summary the advancements achieved metal-catalyzed functionalization using VC.

Language: Английский

Citations

16
Synthesis of structurally diverse pyrazolo[1,2-a]pyrazolones based on the selective C–H bond alkenylation–annulation of 1-arylpyrazolidinones with allenyl acetates DOI

Yongdi Xin,

Qianting Zhou,

Bin Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3874 - 3880

Published: Jan. 1, 2024

Presented herein is a concise synthesis of diverse pyrazolo[1,2- ]pyrazolones based on condition-controlled divergent reactions 1-arylpyrazolidinones with allenyl acetates.

Language: Английский

Citations

3
Rhodium-catalyzed annulation of hydrazines with vinylene carbonate to synthesize unsubstituted 1-aminoindole derivatives DOI Creative Commons
Yi‐Chun Chen,

Ziqi Lu,

Wenfen He

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(7), P. 4804 - 4809

Published: Jan. 1, 2024

The step-economical synthesis of C2, C3-unsubstituted 1-aminoindole derivatives through rhodium-catalyzed annulation hydrazines with vinylene carbonate.

Language: Английский

Citations

2
Rh(III)- or Ru(II)-Catalyzed C–H Annulation with Vinylene Carbonate and an Unexpected Aerobic Oxidation/Deprotection Cascade to Yield Cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Yi Xiao

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

Transition metal-catalyzed C-H annulation reactions have been extensively utilized for the synthesis of cinnolines, especially N-protected ones; however, none them can yield cinnolin-4(1

Language: Английский

Citations

2
Rhodium-catalyzed C–H carboxymethylation of anilines with vinylene carbonate DOI
Qiong Liu,

Zhaolong Ma,

Jing Zhang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(41), P. 8320 - 8328

Published: Jan. 1, 2023

A rhodium-catalyzed synthesis of phenylacetate has been realized by direct C-H carboxymethylation anilines bearing removable directing groups. The reaction occurred most efficiently in air, without any external base or oxidant. This methodology is expected to provide a facile and general access various bioactive 2-amino aromatic acetic acid derivatives.

Language: Английский

Citations

2
Synthesis of Fluoren‐9‐ones via Pd‐Catalyzed Annulation of 2‐Iodobiphenyls with Vinylene Carbonate DOI Open Access
Wenguang Li, Yongqi Yu, Jie Yang

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 19(4)

Published: Nov. 29, 2023

Abstract A palladium‐catalyzed reaction for intermolecular selective C−H cyclocarbonylation of 2 ‐ iodobiphenyls is described. Intriguingly, the vinylene carbonate acts as a carbon monoxide transfer agent to enable annulation reaction. Moreover, versatile synthon, fluoren‐9‐one can be transformed into variety functionalized organic molecules, such [1,1′‐biphenyl]‐2‐carboxylic acid, 1′ H ,3′ ‐spiro[fluorene‐9,2′‐perimidine] and N ‐tosylhydrazones.

Language: Английский

Citations

2
Vinylene Carbonate: A Versatile Synthon in Organic Synthetic Chemistry DOI
Lin Yu,

Haifeng Fu,

Hua Cao

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(7), P. 2147 - 2147

Published: Jan. 1, 2024

Language: Английский

Citations

0
Mechanistic insights into rhodium-catalyzed C−H activation and annulation using vinyl acetate to access cinnolines and cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Ya-Nan Tian

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Rh( iii )-catalyzed C–H activation and annulation of N -aryl cyclic hydrazides with vinyl acetate to build cinnolines cinnolin-4(1 H )-ones have been reported.

Language: Английский

Citations

0