Design, synthesis, crystal structure and DFT analysis of (E)-N-(tert-butyl)-11H-benzo[4,5]imidazo[2,1-a]isoindol-11-imines with dual-state emission property DOI
Siyu Hou, Xu Wang, Jinping Fu

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1299, P. 137217 - 137217

Published: Dec. 1, 2023

Language: Английский

Triple-Consecutive Isocyanide Insertions with Aldehydes: Synthesis of 4-Cyanooxazoles DOI
Shaohang Lu, Chang‐Hua Ding, Bin Xu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(5), P. 849 - 854

Published: Jan. 27, 2023

An efficient TMSOTf-promoted selective triple consecutive insertions of tert-butyl isocyanide into aldehydes has been developed, affording pharmacological interesting 4-cyanooxazoles in high yields a one pot manner. The given method encompasses wide range substrates with serving as sources critical "CN" and "C–N═C" moieties. versatile transformations the resulting were demonstrated. key reaction intermediates for plausible mechanisms determined.

Language: Английский

Citations

14
Visible-Light-Induced Annulation of Iodonium Ylides and 2-Isocyanobiaryls to Access 6-Arylated Phenanthridines DOI
Jinyang Chen, Hongyu Wu,

Hai‐Yang Song

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8360 - 8368

Published: June 1, 2023

A 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4-CzIPN)-photocatalyzed cascade arylation/cyclization reaction of 2-isocyanobiaryls and iodonium ylides was established for the synthesis 6-arylated phenanthridines. This is first example employing as aryl radical sources in a visible-light-induced cyclization reaction.

Language: Английский

Citations

13
Pd-catalyzed imine-directed one-pot access to polysubstituted pyrrolesviatandem triple isocyanide insertion/aza-Nazarov cyclization reactions DOI
Jun Li, Zhi‐Wen Zhao,

Shuang Zheng

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(13), P. 3252 - 3258

Published: Jan. 1, 2023

A novel one-pot method for synthesizing polysubstituted pyrrole derivatives via three-component reactions of alkenyl bromides, amines, and isocyanides is reported by Pd catalysis, without additional ligands, with the orderly insertion three isocyanide molecules.

Language: Английский

Citations

12
Iron-catalyzed oxosulfonylation of alkynes with small-ring compounds and Na2S2O5 for the synthesis of β-keto sulfones DOI

Liu-Bin Li,

Hui Qiu,

Mu-Han Li

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(20), P. 5190 - 5197

Published: Jan. 1, 2023

An efficient and rapid iron-catalyzed oxosulfonylation of alkynes with small-ring compounds Na 2 S O 5 for the synthesis β -keto sulfones has been developed.

Language: Английский

Citations

12
Catalytic metal-enabled story of isocyanides for use as “C1N1” synthons in cyclization: beyond radical chemistry DOI
Dianpeng Chen, Jianming Li, Xin Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(15), P. 4209 - 4220

Published: Jan. 1, 2022

This review summarizes recent advances in the use of isocyanide as “C1N1” synthons cyclization.

Language: Английский

Citations

17
Iron/photoredox dual catalysis for acyl nitrene-based C–O bond formation towards phthalides DOI
Zhide Zhang,

Yangling Deng,

Ming Hou

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(98), P. 13644 - 13647

Published: Jan. 1, 2022

This paper describes iron/photoredox dual-catalyzed acyl nitrene formation and the use of in constructing various C-O bonds towards phthalides. The developed reaction starts from N-methoxyl-2-alkylbenzamides. Mechanism surveys suggest involves iron nitrene-based hydrogen atom abstraction (HAA), radical-polar crossover O-nucleophilic SN1. Distinctively, often-reported radical rebound previous publications is not observed. represents first example on synthesis Moreover, it also serves as a supplement for marketed medicines such 3-butylphthalides (NBP), thalidomide, Pomalyst Otezia.

Language: Английский

Citations

13
Recent advances of versatile reagents as controllable building blocks in organic synthesis DOI
Shaomin Chen, Luigi Vaccaro, Yanlong Gu

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 35(2), P. 109152 - 109152

Published: Sept. 27, 2023

Language: Английский

Citations

7
Synthesis of condensed tetra- and polycyclic nitrogen heterocycles with a five-membered azacyclic core induced by ionic palladium catalysts DOI
Árpàd Molnár

Coordination Chemistry Reviews, Journal Year: 2024, Volume and Issue: 504, P. 215668 - 215668

Published: Jan. 19, 2024

Language: Английский

Citations

2
Hydrogen bond-promoted regio- and stereoselective synthesis of isoindoline derivatives through Pd-catalyzed isocyanide insertion reaction involving aziridines DOI

Shuang Zheng,

Haojie Fan,

Shanshan Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(6), P. 1775 - 1781

Published: Jan. 1, 2024

We have successfully demonstrated an efficient and practical Pd-catalyzed reaction between aziridine isocyanide, leading to the synthesis of isoindoline derivatives in moderate good yields.

Language: Английский

Citations

2
Rh-catalysed divergent synthesis of polysubstituted pyrroles from α,β-unsaturated ketones via selective single or double insertion of isocyanides DOI
Takuya Shimbayashi,

Taiyou Ishige,

Ken‐ichi Fujita

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(22), P. 5559 - 5567

Published: Jan. 1, 2023

A novel divergent synthetic method for polysubstituted pyrroles from isocyanides and α,β-unsaturated ketones in the presence of a rhodium catalyst bis(pinacolato)diboron (B 2 pin ) is described here.

Language: Английский

Citations

6