C-H bonds as ubiquitous functionality: preparation of multiple regioisomers of arylated 1,2,4-triazoles via C-H arylation.
C-H bonds as ubiquitous functionality: preparation of multiple regioisomers of arylated 1,2,4-triazoles via C-H arylation.
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DOI:
10.1021/jo3021677
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发表时间:
2013-01-18
期刊:
影响因子:
--
通讯作者:
Sames D
中科院分区:
文献类型:
--
作者:
Joo JM;Guo P;Sames D
We describe a general approach for the synthesis of complex aryl 1,2,4-triazoles. The electronic character of the C–H bonds and the triazole ring allows for the regioselective C–H arylation of 1-alkyl and 4-alkyl triazoles under catalytic conditions. We have also developed the SEM- and THP-switch as well as trans-N-alkylation, which enable sequential arylation of the triazole ring to prepare 3,5-diaryltriazoles. This straightforward strategy provides rapid access to a variety of arylated 1,2,4-triazoles and well complements existing cyclization methods.