[1,2]‐Phospha‐Brook Rearrangement‐Initiated Palladium‐Catalyzed Cyclization Reaction of Isocyanides and o‐Bromobenzaldehydes: Access to 2H‐Isoindole‐1‐carboxamides and 2H‐Isoindole‐1‐carbonitriles DOI Open Access

Binbin Wang,

Qiushan Gao,

Huanfeng Jiang

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 20, 2024

Comprehensive Summary Herein, a [1,2]‐phospha‐Brook rearrangement‐initiated palladium‐catalyzed cyclization reaction for base‐controlled selective synthesis of 2 H ‐isoindole‐1‐carboxamide and ‐isoindole‐1‐carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation conditions. Mechanistic studies show that the rearrangement is key step in this reaction. protocol offers novel concise ‐isoindole derivatives.

Language: Английский

Cyanation with isocyanides: recent advances and perspectives DOI

Yingying Shan,

Xun Zhang,

Gongle Liu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(12), P. 1546 - 1562

Published: Jan. 1, 2024

This review focuses on the cyanation of isocyanides with recent advances and perspectives.

Language: Английский

Citations

11

Oxalic acid as a dual C1 surrogate for heterogeneous palladium-catalyzed tandem four-component quinazolinone synthesis DOI

S.P. Anjali Devi,

Poonam Sharma, Ashish Kumar

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(47), P. 6043 - 6046

Published: Jan. 1, 2024

Herein, a heterogeneous Pd/C-catalyzed direct one-step four-component double carbonylative approach for cascade synthesis of 2-aryl quinazolinones has been reported the first time starting from 2-iodoaniline derivatives and aryl iodides. The given reaction involves simultaneous implementation two different gaseous surrogates

Language: Английский

Citations

3

C–H functionalization enabled by multiple isocyanides DOI
Mingchun Gao, Shaohang Lu, Bin Xu

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This review outlines in detail strategies for state-of-the-art synthetic routes and demonstrates various interactions from the synergistic combination of C–H functionalization with multiple isocyanides to establish complicated reactions.

Language: Английский

Citations

3

Rapid Access to Fused Tetracyclic N-Heterocycles via Amino-to-Alkyl 1,5-Palladium Migration Coupled with Intramolecular C(sp3)–C(sp2) Coupling DOI
Dianpeng Chen, Jianming Li, Xun Zhang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(34), P. 6272 - 6277

Published: Aug. 21, 2023

An unprecedented route for the preparation of fused tetracyclic N-heterocycles is presented through palladium-catalyzed cyclization isocyanides with alkyne-tethered aryl iodides. In this transformation, a novel amino-to-alkyl 1,5-palladium migration/intramolecular C(sp3)-C(sp2) coupling sequence was observed first. More importantly, isocyanide exhibited three roles, serving simultaneously as C1 synthon, C1N1 and donor C(sp3) coupling, reaction sole successful example that achieved C(sp3)-H activation isocyanide.

Language: Английский

Citations

4

[1,2]‐Phospha‐Brook Rearrangement‐Initiated Palladium‐Catalyzed Cyclization Reaction of Isocyanides and o‐Bromobenzaldehydes: Access to 2H‐Isoindole‐1‐carboxamides and 2H‐Isoindole‐1‐carbonitriles DOI Open Access

Binbin Wang,

Qiushan Gao,

Huanfeng Jiang

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 20, 2024

Comprehensive Summary Herein, a [1,2]‐phospha‐Brook rearrangement‐initiated palladium‐catalyzed cyclization reaction for base‐controlled selective synthesis of 2 H ‐isoindole‐1‐carboxamide and ‐isoindole‐1‐carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation conditions. Mechanistic studies show that the rearrangement is key step in this reaction. protocol offers novel concise ‐isoindole derivatives.

Language: Английский

Citations

1