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Selective Synthesis of Mono‐ and Disubstituted Quinoxalines via Heteroaromatic Nucleophilic Substitution of 2,3‐Dichloro‐6,7‐dinitroquinoxaline (DCDNQX) with Anilines and Phenols
Author(s) -
de O. Lima Filho Edson,
da S. Ribeiro Stephany L.,
Araújo Renata M.,
Menezes Fabrício G.,
Cavalcanti Lívia N.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802582
Subject(s) - quinoxaline , chemistry , nucleophilic substitution , reagent , phenols , nucleophile , combinatorial chemistry , organic chemistry , substrate (aquarium) , catalysis , oceanography , geology
The chemistry of quinoxalines has attracted great attention due to the potential applications of this class of nitrogen‐based heterocycle in many areas. In this paper, heteroaromatic nucleophilic substitution of the quinoxaline substrate 2,3‐dichloro‐6,7‐dinitroquinoxaline (DCDNQX) with anilines and phenols is reported. Reactions using this reagent were proven to proceed under mild and metal‐free conditions for selectively obtaining mono and disubstituted products in good to excellent yields.