Selenium-catalyzed Oxidative Carbonylation of Benzylamines to 1, 3-Dibenzylureas

doi:10.1007/s40242-017-6427-0

Chemical Research in Chinese Universities ›› 2017, Vol. 33 ›› Issue (3): 384-387.doi: 10.1007/s40242-017-6427-0

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Selenium-catalyzed Oxidative Carbonylation of Benzylamines to 1, 3-Dibenzylureas

ZHANG Xiaopeng, LI Zhengwei, WANG Ping, FAN Xuesen, ZHANG Guisheng

Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, P. R. China

Received:2016-10-17 Revised:2016-11-14 Online:2017-06-01 Published:2016-12-26
Contact: ZHANG Xiaopeng,Z,E-mail:zhangxiaopengv@sina.com;HANG Guisheng,E-mail:zgs@htu.cn E-mail:zhangxiaopengv@sina.com;zgs@htu.cn
Supported by:
Supported by the Program for Changjiang Scholars and Innovative Research Team in University, China(No.IRT1061), the Program for Innovative Research Team in Science and Technology in University of Henan Province, China(No.15IRTSTHN003) and the Young Backbone Teachers Training Fund of the Education Department of Henan Province, China(No.2013GGJS-059).

Abstract

Abstract:

A facile, efficient and cost-effective approach to 1,3-dibenzylurea was reported. With cheap and recyclable nonmetal selenium as catalyst, carbon monoxide instead of phosgene derivatives as carbonylation agent and oxygen as oxidant, the selenium-catalyzed oxidative carbonylation reaction of benzylamines can proceed efficiently in one-pot manner in the presence of triethylamine to afford the desired 1,3-dibenzylureas mostly in moderate to excellent yields. Selenium catalyst can be easily recovered due to its phase-transfer catalytic function and recycled.

Key words: Selenium, Oxidative carbonylation, 1, 3-Dibenzylurea

ZHANG Xiaopeng, LI Zhengwei, WANG Ping, FAN Xuesen, ZHANG Guisheng. Selenium-catalyzed Oxidative Carbonylation of Benzylamines to 1, 3-Dibenzylureas[J]. Chemical Research in Chinese Universities, 2017, 33(3): 384-387.

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Selenium-catalyzed Oxidative Carbonylation of Benzylamines to 1, 3-Dibenzylureas

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