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Publication Details
AFRICAN RESEARCH NEXUS
SHINING A SPOTLIGHT ON AFRICAN RESEARCH
chemistry
Synthesis of carbamates by direct C-H bond activation of formamides
European Journal of Organic Chemistry, No. 34, Year 2012
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Description
Copper catalysed oxidative coupling reaction of formamides with β-keto esters and 2-carbonyl-substituted phenols successfully proceeded through direct C-H bond activation of formamides. The corresponding carbamates were formed with high stereoselectivity under mild reaction conditions. This protocol was successfully applied to the synthesis of three novel halogenated carbamates and a carbaryl insecticide derivative. Our results suggest the use of 6.0 equiv. TBHP is crucial for this type of reaction. Synthesis of carbamates was accomplished through the reaction of β-keto esters or 2-carbonyl- substituted phenols with formamides using copper chloride and an oxidant. Sixteen aliphatic as well as fourteen aromatic carbamates were prepared in good to excellent yields. The methodology was applied to the synthesis of halogenated carbamates and a carbaryl insecticide derivative. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Authors & Co-Authors
Barve, Balaji D.
Taiwan, Kaohsiung
Kaohsiung Medical University
Wu, Yangchang
Taiwan, Kaohsiung
Kaohsiung Medical University
Taiwan, Taichung
China Medical University Hospital
Taiwan, Taichung
China Medical University
El-Shazly, Mohamed
Taiwan, Kaohsiung
Kaohsiung Medical University
Egypt, Cairo
Faculty of Pharmacy - Ain Shams University
Chuang, Dawei
Taiwan, Kaohsiung
Kaohsiung Medical University
Chung, Yuming
Taiwan, Kaohsiung
Kaohsiung Medical University
Tsai, Yihong
Taiwan, Kaohsiung
Kaohsiung Medical University
Wu, Shoufang
Taiwan, Kaohsiung
Kaohsiung Medical University
Korinek, Michal
Taiwan, Kaohsiung
Kaohsiung Medical University
Du, Yingchi
Taiwan, Kaohsiung
Kaohsiung Medical University
Hsieh, Chiting
Taiwan, Kaohsiung
Kaohsiung Medical University
Wang, Jeh Jeng
Taiwan, Kaohsiung
Kaohsiung Medical University
Chang, Fangrong
Taiwan, Kaohsiung
Kaohsiung Medical University
Taiwan, Kaohsiung
Kaohsiung Medical University Chung-ho Memorial Hospital
Taiwan, Kaohsiung
National Sun Yat-sen University
Statistics
Citations: 40
Authors: 12
Affiliations: 6
Identifiers
Doi:
10.1002/ejoc.201201160
ISSN:
1434193X