Cobalt-Catalyzed Intramolecular Enantioselective Reductive Heck Reaction toward the Synthesis of Chiral 3-Trifluoromethylated Oxindoles DOI
Qiang Wang,

Zi-Sheng Ruan,

Hongpeng Wang

et al.

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

Published: Nov. 19, 2024

Herein, a cobalt-catalyzed intramolecular enantioselective reductive Heck reaction is disclosed. Starting from N-ortho-iodoaryl-2-(trifluoromethyl)acrylamides, plethora of chiral oxindoles bearing trifluoromethylated quaternary stereogenic centers at the C3-position are achieved in moderate to good yields (up 88% yield) and excellent enantioselectivities 94% ee) by employing zinc/silane as reducing agent. Other than trifluoromethyl group, number alkyl, aryl, ester groups were also obtained albeit relatively lower (68–78% ee).

Language: Английский

Silver-Catalyzed Dearomative [3+2] Spiroannulation of Aryl Oxamic Acids with Alkynes DOI
Ren‐Xiao Liang,

Chengan Jin,

Yi‐Xia Jia

et al.

Synthesis, Journal Year: 2024, Volume and Issue: 56(20), P. 3191 - 3198

Published: July 3, 2024

Abstract A silver-catalyzed dearomative decarboxylative [3+2] spiroannulation of aryl oxamic acids with alkynes is described. The reaction provides reliable access to a range azaspiro[4,5]trienones in moderate yields aqueous media. In addition, the exhibits broad substrate scope and good functional group compatibility.

Language: Английский

Citations

0

Palladium-Catalyzed C-H Bond Activation and Decarboxylation for the Assembly of Indolo[1,2-f]phenanthridine DOI
Xiaobing Liu, Yong‐Liang Ban, Yanjie Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

An expedient C–H activation strategy for the assembly of indolo[1,2- f ]phenanthridine derivatives via a Pd-catalyzed decarboxylation tandem cyclization is presented.

Language: Английский

Citations

0

Copper-Catalyzed Dearomative [3 + 2] Annulation of Indoles with 2-Iodoacetic Acid DOI
Ren‐Xiao Liang,

Hu-Jie Cai,

Ming‐Hua Mao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9631 - 9636

Published: Nov. 4, 2024

An efficient copper-catalyzed dearomative [3 + 2] annulation of indoles with 2-iodoacetic acid is developed. By employing Cu(OTf)2/2,2′-bis(2-oxazoline) as the catalyst and LPO oxidant, a series indoline-fused butyrolactones were synthesized in moderate to good yields. The reaction features mild conditions, broad substrate scope, readily available starting materials. Furthermore, synthetic transformations products conducted demonstrate practical utility this reaction.

Language: Английский

Citations

0

Cobalt-Catalyzed Intramolecular Enantioselective Reductive Heck Reaction toward the Synthesis of Chiral 3-Trifluoromethylated Oxindoles DOI
Qiang Wang,

Zi-Sheng Ruan,

Hongpeng Wang

et al.

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

Published: Nov. 19, 2024

Herein, a cobalt-catalyzed intramolecular enantioselective reductive Heck reaction is disclosed. Starting from N-ortho-iodoaryl-2-(trifluoromethyl)acrylamides, plethora of chiral oxindoles bearing trifluoromethylated quaternary stereogenic centers at the C3-position are achieved in moderate to good yields (up 88% yield) and excellent enantioselectivities 94% ee) by employing zinc/silane as reducing agent. Other than trifluoromethyl group, number alkyl, aryl, ester groups were also obtained albeit relatively lower (68–78% ee).

Language: Английский

Citations

0