Copper Benzenesulfonate-Promoted One-Pot Synthesis of 1-Carbamatoalkyl-2-naphthols

doi:10.6023/cjoc201211005

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (03): 517-522.DOI: 10.6023/cjoc201211005 Previous Articles Next Articles

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苯磺酸铜催化“一锅法”合成1-氨甲酸酯基烷基-2-萘酚

王敏, 宋吉磊, 万鑫, 杨忠勇

渤海大学化学化工与食品安全学院锦州 121013

收稿日期:2012-11-06 修回日期:2012-12-05 发布日期:2012-12-20
通讯作者: 王敏 E-mail:minwangszg@yahoo.com.cn
基金资助:
辽宁省科技厅博士科研启动基金(No. 20091001)资助项目.

Copper Benzenesulfonate-Promoted One-Pot Synthesis of 1-Carbamatoalkyl-2-naphthols

Wang Min, Song Jilei, Wan Xin, Yang Zhongyong

College of Chemistry, Chemical Engineering and Food Safety, Bohai University, Jinzhou 121013

Received:2012-11-06 Revised:2012-12-05 Published:2012-12-20

1-Carbamatoalkyl-2-naphthol derivatives were obtained from one-pot three-component condensation of 2-naphthol, aldehydes, and carbamates catalyzed by copper benzenesulfonate under thermal solvent-free conditions. The effects of amount of catalyst, reaction temperature and solvent on the products yields were investigated. Experimental results showed that only 2 mol% copper benzenesulfoante was enough to induce the conversion. After reaction, catalyst could be recycled four times without distinct loss of catalytic activity. The structures of all products were characterized by ¹H NMR, ¹³C NMR, IR, MS techniques and elemental analysis. A mechanism to rationalize the reaction was proposed.

Key words: carbamatoalkyl naphthols, metal benzenesulfonate, multicomponent reactions, solvent-free condition, Lewis acids

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Wang Min, Song Jilei, Wan Xin, Yang Zhongyong. Copper Benzenesulfonate-Promoted One-Pot Synthesis of 1-Carbamatoalkyl-2-naphthols[J]. Chin. J. Org. Chem., 2013, 33(03): 517-522.

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苯磺酸铜催化“一锅法”合成1-氨甲酸酯基烷基-2-萘酚

Copper Benzenesulfonate-Promoted One-Pot Synthesis of 1-Carbamatoalkyl-2-naphthols

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