An efficient one‐pot synthesis of Spiro[indoline‐3,11′‐pyrazolo[3,4‐f]pyrimido[4,5‐b]quinoline] derivatives DOI

Jia‐Yan Liu,

Lan Peng,

M LI

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2023, Volume and Issue: 60(9), P. 1572 - 1581

Published: June 29, 2023

Abstract An efficient procedure for the synthesis of novel spiro[indoline‐3,11′‐pyrazolo[3,4‐ f ]pyrimido[4,5‐ b ]quinoline] derivatives has been developed by one‐pot condensation 1 H ‐indazol‐6‐amine, isatin and barbituric acid or 2‐thiobarbituric acid, in presence L ‐proline refluxing EtOH. This method advantages operational simplicity, high yield products via a simple experimental work‐up procedure. IR, NMR, 13 C 19 F NMR HRMS were used to identify structures all synthesized compounds.

Language: Английский

Three-Component Reaction for the Synthesis of Spiro-Heterocycles from Isatins, Substituted Ureas, and Cyclic Ketones DOI

Jiao Yang,

Junyi Zhu,

Niankun Han

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3441 - 3452

Published: Feb. 20, 2024

We reported an efficient three-component reaction to access new spiro heterocycles through the annulation reactions of isatins, substituted ureas, and cyclic ketones under normal laboratory conditions, which is another example isatins being used build compounds by ring-opening recyclization processes. The wide range substrates, simple operation, experimental high yields make approach practical value.

Language: Английский

Citations

5
Access to Spiro-Quinazolines via an Acid-Catalyzed Ring-Opening of Isatins with N-Alkylureas DOI

Yuchen Rong,

Jian‐Quan Liu, Xiang‐Shan Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 25, 2025

Herein, we report novel p-TSA·H2O-catalyzed ring-opening reactions of isatins with N-alkylureas, allowing access to spiro-quinazolines excellent substrate scope and good yields. Introducing N,N-dialkylureas, 2,4-thiazolidinedione, or rhodamine into the leads a distinct set three-component reactions, yielding innovative incorporating sulfur atoms. Notably, protocol achieves superior level atomic economy, water as sole byproduct.

Language: Английский

Citations

0
An efficient one‐pot synthesis of Spiro[indoline‐3,11′‐pyrazolo[3,4‐f]pyrimido[4,5‐b]quinoline] derivatives DOI

Jia‐Yan Liu,

Lan Peng,

M LI

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2023, Volume and Issue: 60(9), P. 1572 - 1581

Published: June 29, 2023

Abstract An efficient procedure for the synthesis of novel spiro[indoline‐3,11′‐pyrazolo[3,4‐ f ]pyrimido[4,5‐ b ]quinoline] derivatives has been developed by one‐pot condensation 1 H ‐indazol‐6‐amine, isatin and barbituric acid or 2‐thiobarbituric acid, in presence L ‐proline refluxing EtOH. This method advantages operational simplicity, high yield products via a simple experimental work‐up procedure. IR, NMR, 13 C 19 F NMR HRMS were used to identify structures all synthesized compounds.

Language: Английский

Citations

1