Palladium‐Catalyzed Tandem Cyclization of Bromoalkynes, Anilines and CO: Access to 1,3‐Substituted Maleimides DOI

Caijin Zeng,

Shaoting Su,

Songjia Fang

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(24)

Published: Nov. 20, 2023

Abstract A novel palladium‐catalyzed three‐component carbonylation reaction for the assembly of various 1,3‐substituted maleimide derivatives from haloalkynes and simple anilines. The nucleophilic addition haloalkynes, anilines CO, insertion carbonyl have been achieved sequentially in this reaction. high chemo‐ regioselectivities, as well no need expensive ligands or additives further illustrate synthetic value approach.

Language: Английский

Preparation of Hetero‐π‐Conjugated Compounds by Double Nucleophilic Addition to Haloalkynes and C−H Cyclization DOI
Takeshi Hata,

Yuta Tatsumi,

Yuki Kanai

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(9), P. 2136 - 2140

Published: March 6, 2024

Abstract When a mixture containing 1‐halo‐1‐alkyne, dinucleophilic agent, and base (Cs 2 CO 3 or K PO 4 ) was heated in DMF, regio‐ stereo‐selective nucleophilic addition of the agent to acetylenes occurred. This reaction yielded ( Z , )‐bis(haloalkene), which subsequently underwent Pd‐catalyzed cyclization through C−H bond activation, resulting formation two‐oxygen‐ ‐nitrogen‐containing hetero‐π‐conjugated compounds. N ‐(5‐Hydroxynaphthalen‐1‐yl)methanesulfonamide treated with 2‐phenyl‐1‐chloroethyne followed by 1‐chloro‐1‐hexadecyne. After these reactions, double employed produce 1 H ‐2‐phenyl‐7‐tetradecylbenzofuro[7,6‐ g ]indole. Notably, this compound transformed into fan‐shaped structure at 86 °C transitioned smectic A phase characterized layered structure.

Language: Английский

Citations

0

Five-membered ring systems: Pyrroles and benzo analogs DOI
Chuan Shan, Justin M. Lopchuk

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 123 - 173

Published: Jan. 1, 2024

Language: Английский

Citations

0

Palladium‐Catalyzed Tandem Cyclization of Bromoalkynes, Anilines and CO: Access to 1,3‐Substituted Maleimides DOI

Caijin Zeng,

Shaoting Su,

Songjia Fang

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(24)

Published: Nov. 20, 2023

Abstract A novel palladium‐catalyzed three‐component carbonylation reaction for the assembly of various 1,3‐substituted maleimide derivatives from haloalkynes and simple anilines. The nucleophilic addition haloalkynes, anilines CO, insertion carbonyl have been achieved sequentially in this reaction. high chemo‐ regioselectivities, as well no need expensive ligands or additives further illustrate synthetic value approach.

Language: Английский

Citations

0