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Electrochemical Intramolecular CH Amination: Synthesis of Benzoxazoles and Benzothiazoles
Author(s) -
Morofuji Tatsuya,
Shimizu Akihiro,
Yoshida Junichi
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406398
Subject(s) - amination , intramolecular force , electrochemistry , piperidine , chemistry , phenols , metal , combinatorial chemistry , medicinal chemistry , organic chemistry , electrode , catalysis
A new method for metal‐free intramolecular CH amination has been developed. Electrochemical oxidation of 2‐pyrimidyloxybenzenes and 2‐pyrimidylthiobenzenes, which can be easily prepared from phenols and thiophenols, respectively, followed by the treatment of the resulting pyrimidinium ions with piperidine gives 2‐aminobenzoxazoles and 2‐aminobenzothiazoles, respectively.