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One‐Pot Synthesis of 2‐Oxazolines from Ethyl α ‐Cyanocinnamate Derivatives with N ‐Bromoacetamide
Author(s) -
Chen Zhanguo,
Wen Hua,
Li Wenli,
Zhou Jimei,
Hu Junli,
Xia Wei
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1902
Subject(s) - chemistry , nucleophile , acetone , nucleophilic addition , organic chemistry , inert , reaction conditions , medicinal chemistry , combinatorial chemistry , catalysis
An efficient method for the one‐pot synthesis of 2‐oxazolines from ethyl α‐cyanocinnamate derivatives with N ‐bromoacetamide in the presence of K 3 PO 4 has been developed. The reaction performed smoothly and cleanly to give 2‐oxazolines in good to excellent yields (up to 98%) within 4.5 h in acetone at room temperature without protection of inert gases. A total of 13 examples have been investigated. A possible nucleophilic addition reaction mechanism is proposed.