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

Green synthesis of pyrrolo[1,2-α]quinoxalines by palladium-catalyzed transfer hydrogenation with nitriles as carbon synthons DOI

Xing Sheng,

Jiayi Xian,

Shuting Liu

et al.

Journal of Catalysis, Journal Year: 2023, Volume and Issue: 421, P. 156 - 161

Published: March 15, 2023

Language: Английский

Citations

8
Recent Progress in the Catalytic Synthesis of Pyrrolo[1,2‐α]quinoxaline DOI

Q. Liu,

Wenquan Wang, Meng Liu

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(8)

Published: July 3, 2023

Abstract Pyrrolo[1,2‐ α ]quinoxaline and its derivatives have excellent biological activity photoelectric properties, are widely used in the fields of pharmaceutical preparations organic electroluminescence. This review starts from catalysts summarizes single metal catalysis palladium, rhodium, iron, molybdenum, copper, as well synergistic iron molybdenum bimetallic metal‐free catalytic systems for synthesis pyrrolo[1,2‐ ]quinoxaline. The mechanism different was detailly introduced analysed. By analysing advantages disadvantages existing catalyst systems, prospects new methods presented.

Language: Английский

Citations

7
A Direct Method for Synthesis of Quinoxalines and Quinazolinones Using Epoxides as Alkyl Precursor DOI Creative Commons

Xueyan Lv,

Lili Lv,

Shichen Li

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(21), P. 7391 - 7391

Published: Nov. 2, 2023

An iodine-mediated one-pot synthesis of pyrrolo/indolo [1,2-a]quinoxalines and quinazolin-4-one via utilizing epoxides as alkyl precursors under metal-free conditions has been described. Both 1-(2-aminophenyl)-pyrrole 2-aminobenzamide could be applied to this protocol. A total 33 desired products were obtained with moderate good yields. This methodology was suitable for wide-scale preparation the further modified into promising pharmaceutically active reagents.

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
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