Silver-free, palladium-catalyzed arylation of pyrrolo[1,2- <i>a</i> ]quinoxaline C–H bonds with aryl bromides
Arylation of C1-H bonds in pyrrolo[1,2-<i>a</i>]quinoxaline derivatives has hitherto been challenging. The sole method known until now suffers from a narrow scope of aryl iodides, while requiring an overstoichiometric amount of a silver additive and a high-molecular-weight phosphine ligand. Herein, we developed a method for coupling C1-H bonds in pyrrolo[1,2-<i>a</i>]quinoxalines with aryl bromides in the presence of simple reagents, namely Pd(OAc)<sub>2</sub> as catalyst, PPh<sub>3</sub> as ligand, K<sub>2</sub>CO<sub>3</sub> as base, and 1,4-dioxane as solvent. This successful arylation did not require any silver additive and was tolerant of a wide range of functional groups such as aldehyde, nitro, cyano, ester, and heterocycles.
Authors
- Tung Thanh Nguyen (ORCID: https://orcid.org/0000-0002-0912-9981)
- Thi Thu Ha Nguyen (ORCID: https://orcid.org/0000-0002-8263-6146)
- Thai Anh Nguyen (ORCID: https://orcid.org/0000-0002-1334-4422)
- Tân Lê Hoàng Đoàn (ORCID: https://orcid.org/0000-0001-6312-9571)
- Dat Huy Tran (ORCID: https://orcid.org/0009-0003-7645-2185)
- Hung Huy Nguyen (ORCID: https://orcid.org/0000-0002-1810-0144)
- Thuy T. Ca
- Vu Huynh Luu (ORCID: https://orcid.org/0009-0004-1738-620X)
- Khanh T. N. Ong
Institutions
- Vietnam National University Ho Chi Minh City (VN)
- Vietnam National University, Hanoi (VN)
- University of Medicine and Pharmacy at Ho Chi Minh City (VN)
- Ho Chi Minh City University of Architecture (VN)
- Ho Chi Minh City University of Technology (VN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00023h
- Primary Topic
- Synthesis and Biological Evaluation
- Type
- article
- Field-Weighted Citation Impact
- 0.00