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Synthesis of 2-Oxazolines from Ethyl α-Cyanocinnamate Derivatives with Acetamide and N-Bromosuccinimide
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作者 CHEN Zhan-guo XIA Wei WEN Hua WANG Dan LI Ya-nan HU Jun-li 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2013年第4期699-705,共7页
An efficient method for the one-pot synthesis of 2-oxazolines from ethyl a-cyanocinnamate derivatives with acetamide and N-bromosuccinimide(NBS) in the presence of K3PO4 was developed. The reaction was performed smo... An efficient method for the one-pot synthesis of 2-oxazolines from ethyl a-cyanocinnamate derivatives with acetamide and N-bromosuccinimide(NBS) in the presence of K3PO4 was developed. The reaction was performed smoothly and cleanly to give 2-oxazolines in good to excellent yields(up to 95%) in acetone at room temperature. Thirteen examples were investigated and the results indicated that a large range of a-cyanocinnamate derivatives could be suitable for this method. Based on the outcomes of experiment, a possible consecutive nucleophilic addition- cyclization pathway was proposed. 展开更多
关键词 One-pot synthesis OXAZOLINE ACETAMIDE N-Bromosuccinimide(NBS) Regioselectivity Nucleophilic ad-dition-cyclization
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