Diversity-oriented synthesis of benzimidazole, benzoxazole, benzothiazole and quinazolin-4(3H)-one libraries via potassium persulfate-CuSO4-mediated oxidative coupling reactions of aldehydes in aqueous micelles

被引：36

作者：

Kumar, Atul ^{[1
]}

Maurya, Ram Awatar ^{[1
]}

Saxena, Deepti ^{[1
]}

机构：

[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

来源：

MOLECULAR DIVERSITY | 2010年 / 14卷 / 02期

关键词：

Benzimidazoles; Benzoxazoles; Benzothiazoles; Quinazolin-4(3H)-ones; Potassium persulfate-CuSO4; Oxidative coupling reactions; SCHIFFS BASES; PEROXYDISULFATE; DERIVATIVES; POTENT; CYCLIZATION; ANTAGONISTS; CONVERSION; MECHANISM; CARBONYL; DESIGN;

D O I：

10.1007/s11030-009-9170-8

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Libraries of 2-substituted-benzimidazoles, benzoxazoles, benzothiazoles as well as quinazolin-4(3H)-ones were synthesized via potassium persulfate-CuSO4-mediated oxidative coupling of aldehydes with o-phenylenediamines, o-aminophenols, o-aminothiophenols, and anthranilamide, respectively, in aqueous micelles. The strategy opens a way for rapid generation of libraries of small heterocycles for biological screening. The reagent is commercially available, cheap, and highly chemoselective. The yields were superior in aqueous micelles to those in organic solvents. Short reaction times, large-scale synthesis, excellent chemoselectivity, excellent yields, as well as environmental friendliness are the main advantages of this diversity-oriented synthesis.

引用

页码：331 / 341

页数：11

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