Transition‐Metal‐Free (Hetero)arylsulfonylation of 1‐Iodopyrrolo[1,2‐a]quinoxalines DOI

Thuy T. Ca,

Khanh T.M. Le,

Tung T. Nguyen

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(26)

Published: July 10, 2024

Abstract We describe herein a method for transition‐metal‐free (hetero)arylsulfonylation of 1‐iodopyrrolo[1,2‐ ]quinoxalines with sodium arylsulfinates. The corresponding aryl iodides were in situ prepared from eletrophilic iodination C1−H bonds pyrrolo[1,2‐ N ‐iodosuccinimide. ensuing sulfonylation only required DMSO as solvent and completed after 15 min. Many arylsulfinates bearing chloro, bromo, methylsufonyl, acetamide, nitro groups competent substrates. Heteroarylsulfonylation also feasible.

Language: Английский

A sonochemical approach to 4-substituted pyrrolo[1,2-a]quinoxalines via Cu-catalyzed N-arylation followed by Wang resin/air promoted oxidative cyclization strategy DOI

Raviteja Chemboli,

Bhuvan Tej Mandava,

Unati Sai Kodali

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: 136, P. 154917 - 154917

Published: Jan. 17, 2024

Language: Английский

Citations

4
Controlling the molecular orbital overlap of pyrrolo[1,2-α]quinoxaline-based D-π-A materials via change structural rigidity of donor unit DOI
Wenquan Wang, Quan Liu,

Yupei Chai

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1306, P. 137829 - 137829

Published: Feb. 19, 2024

Language: Английский

Citations

2
B(C6F5)3/Chiral Phosphoric Acid Catalyzed Asymmetric Aza-Diels–Alder Reaction of Imines and Unactivated Dienes DOI
Zhen Liu,

Qing-Chun Qian,

Liming Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3247 - 3251

Published: April 1, 2024

Herein, we report an asymmetric aza-Diels–Alder reaction of quinoxalinones or benzoxazinones with unactivated dienes by utilizing a B(C6F5)3/chiral phosphoric acid catalyst to construct chiral six-membered N-heterocycles. Various electron-withdrawing and electron-donating groups were tolerated (up 99% yield ee) in the methodology only 2 mol % loading. Moreover, luminescence mechanism photophysical properties product tested used for anticounterfeiting QR codes.

Language: Английский

Citations

2
A General Method for Elemental Sulfur Promoted Synthesis of Ortho‐Substituted Pyrrolo[1,2‐a]quinoxalin‐4‐yl Anilines DOI
Tuan H. Ho,

Tran H. B. Ngo,

Tung T. Nguyen

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(17)

Published: May 2, 2024

Abstract Synthesis of heteroaryl ortho ‐substituted anilines is hitherto challenging. Herein we report scope and limitation method for annulation 1‐(2‐nitroaryl)pyrroles derivatives 2‐aminobenzyl alcohol to afford pyrrolo[1,2‐ a ]quinoxalin‐4‐yl anilines. Reaction conditions contained elemental sulfur as promoter, while were tolerant wide range aryl amines. Our would offer feasible tactic yield steric bulk with heterocyclic substituents.

Language: Английский

Citations

0
Direct C–C Bond Cleavage of CH3CN as a Single‐Carbon Synthon：Synthesis of Pyrrolo[1,2‐a]quinoxalines via Electrochemical Oxidation DOI
Fengkai Sun,

Man Miao,

Wenxue Li

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(22), P. 4649 - 4653

Published: Aug. 20, 2024

Abstract A direct electrochemical redox reaction involving radical cross‐coupling cyclization for the synthesis of pyrrolo[1,2‐ a ]quinoxaline derivatives from 1‐(2‐aminophenyl)pyrroles and CH 3 CN has been developed, which includes functionalization C( sp )−H bonds as well construction C−C C−N bonds. Notably, control deuterium‐labelling experiments suggest that in this acts both carbon source via cleavage solvent. The features metal‐ oxidant‐free conditions, various substituted were obtained.

Language: Английский

Citations

0
Recent Advances in the Synthesis of Organic Thiocyano (SCN) and Selenocyano (SeCN) Compounds, Their Chemical Transformations and Bioactivity DOI Creative Commons
Rodrigo Abonı́a, Daniel Insuasty, Juan‐Carlos Castillo

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(22), P. 5365 - 5365

Published: Nov. 14, 2024

New approaches for the synthesis of organic thio- and selenocyanates, methods to incorporate them into more complex structures, including a wide variety heterocyclic polycylic derivatives, are reviewed. Protocols that convert SCN SeCN moieties thio seleno derivatives by transforming cyano group also examined. In representative cases, bioactivity data these classes compounds

Language: Английский

Citations

0
Transition‐Metal‐Free (Hetero)arylsulfonylation of 1‐Iodopyrrolo[1,2‐a]quinoxalines DOI

Thuy T. Ca,

Khanh T.M. Le,

Tung T. Nguyen

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(26)

Published: July 10, 2024

Abstract We describe herein a method for transition‐metal‐free (hetero)arylsulfonylation of 1‐iodopyrrolo[1,2‐ ]quinoxalines with sodium arylsulfinates. The corresponding aryl iodides were in situ prepared from eletrophilic iodination C1−H bonds pyrrolo[1,2‐ N ‐iodosuccinimide. ensuing sulfonylation only required DMSO as solvent and completed after 15 min. Many arylsulfinates bearing chloro, bromo, methylsufonyl, acetamide, nitro groups competent substrates. Heteroarylsulfonylation also feasible.

Language: Английский

Citations

0