Base-catalyzed multicomponent access to quinoxalin-2-thiones from o-phenylenediamines, aryl ketones and sulfur

被引：10

作者：

Thanh Binh Nguyen ^{[1
]}

Dinh Hung Mac ^{[2
]}

Thi Minh Chau Tran ^{[2
]}

Bich Ngoc Nguyen ^{[2
,3
]}

Hai Thuong Cao ^{[3
]}

机构：

[1] Univ Paris Saclay, Univ Paris Sud, Inst Chim Subst Nat, CNRS UPR 2301, 1 Av Terrasse, F-91198 Gif Sur Yvette, France

[2] Vietnam Natl Univ Hanoi, VNU Univ Sci, Fac Chem, 19 Le Thanh Tong, Hanoi, Vietnam

[3] Le Quy Don Tech Univ, 236 Hoang Quoc Viet, Hanoi, Vietnam

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 36期

关键词：

REGIOSELECTIVE SYNTHESIS; QUINOXALINE DERIVATIVES; ANTICANCER ACTIVITY; HETEROCYCLES; POLYMERS; Q39;

D O I：

10.1039/d2ob01343f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Arylquinoxaline-2-thiones were conveniently synthesized via three-component oxidative condensation of acetophenones with o-phenylenediamines and sulfur in DMSO in the presence of piperidine as a catalyst. The products could be readily isolated from the reaction mixture by simple precipitation and washing with methanol. This set of reaction conditions applied to higher homologs of acetophenones as well as benzyl phenyl ketones led to 2,3-di-C-substituted quinoxalines. Further functionalization of 3-phenylquinoxaline-2-thione via reaction on the thione group could be readily performed to provide quinoxaline derivatives in good yields.

引用

页码：7226 / 7231

页数：6

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