Isocyanide‐Based One‐Pot Cascade Synthesis of 3‐Acyl Isoindolinones† DOI
Jia Liu, Yiming Zhu, Xiaoping Xu

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 42(3), P. 259 - 263

Published: Sept. 21, 2023

Comprehensive Summary A series of 3‐acyl‐substituted isoindolinone derivatives were synthesized in a one‐pot manner via the reaction o ‐bromobenzaldehydes, isocyanides, and carboxylic acids presence palladium catalyst base. The employing easily available starting materials features simple operation high efficiency. mechanistic study showed that might undergo 1) Pd‐catalyzed [3+2] cyclization ‐bromobenzaldehyde with isocyanide re‐insertion another molecule isocyanide, 2) addition acid to situ formed ketenimine followed by rearrangement relay give 3,3‐diacyl‐substituted derivative. Further transformations obtained products through decarbonylation could also be realized.

Language: Английский

Access to Amides and Lactams via Pyridotriazole as a Transformable Directing Group DOI
Yuting Chen, Zhiyang Li,

Yanning Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(22), P. 15597 - 15607

Published: Nov. 2, 2023

Amide and lactam frameworks were synthesized via an efficient two-step strategy. In this protocol, pyridotriazoles first treated with isocyanates to form the corresponding amides, which found be sufficiently reactive undergo subsequent intramolecular N-H insertion in absence of any additional reagents or catalysts.

Language: Английский

Citations

3
Palladium-catalyzed Cascade Cyclization of Isocyanides with Di-(o-iodophenyl)sulfonylguanidines: Access to Heterocyclic Fused Quinazolines DOI

Ge Shen,

Yiming Zhu, Xiaoping Xu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A palladium-catalyzed cascade cyclization reaction of di-

Language: Английский

Citations

0
Isocyanide‐Based One‐Pot Cascade Synthesis of 3‐Acyl Isoindolinones† DOI
Jia Liu, Yiming Zhu, Xiaoping Xu

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 42(3), P. 259 - 263

Published: Sept. 21, 2023

Comprehensive Summary A series of 3‐acyl‐substituted isoindolinone derivatives were synthesized in a one‐pot manner via the reaction o ‐bromobenzaldehydes, isocyanides, and carboxylic acids presence palladium catalyst base. The employing easily available starting materials features simple operation high efficiency. mechanistic study showed that might undergo 1) Pd‐catalyzed [3+2] cyclization ‐bromobenzaldehyde with isocyanide re‐insertion another molecule isocyanide, 2) addition acid to situ formed ketenimine followed by rearrangement relay give 3,3‐diacyl‐substituted derivative. Further transformations obtained products through decarbonylation could also be realized.

Language: Английский

Citations

1