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

作者：Kumar Atul^*; Maurya Ram Awatar; Saxena Deepti

来源：Molecular Diversity, 2010, 14(2): 331-341.

DOI：10.1007/s11030-009-9170-8

• Benzimidazoles
• Benzoxazoles
• Benzothiazoles
• Quinazolin-4(3H)-ones
• Potassium persulfate-CuSO4
• Oxidative coupling reactions

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.

• 出版日期2010-5