Synthesis of condensed benzo[N,N]-heterocycles by microwave-assisted solid acid catalysis

被引:34
作者
Landge, Shainaz M. [1 ]
Toeroek, Bela [1 ]
机构
[1] Univ Massachusetts, Dept Chem, Boston, MA 02125 USA
基金
美国国家卫生研究院;
关键词
condensation; cyclization; o-phenylenediamines; microwave; montmorillonite K-10;
D O I
10.1007/s10562-007-9385-1
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The synthesis of several types of condensed benzo [N,N]-heterocycles such as benzimidazoles, benzodiazepines, quinoxalinones by a microwave-assisted solvent-free solid acid catalyzed method is described. The commercially available, inexpensive K-10 montmorillonite is an excellent catalyst for the synthesis of the target compounds. Our approach is based on the reactions of a wide variety of o-phenylenediamines, with ketones, aldehydes and bifunctional reagents, respectively. The cyclization reactions were initiated by microwave irradiation. The products, in most cases, were obtained in very high yields (up to 98%) and excellent selectivities in very short reaction times. The effective combination of solid acid catalysis, solvent-free conditions and microwave irradiation provides an attractive and highly ecofriendly approach for the synthesis of these important heterocycles.
引用
收藏
页码:338 / 343
页数:6
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