Journal
TETRAHEDRON
Volume 69, Issue 9, Pages 2175-2183Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.12.067
Keywords
Pd-catalysis; ortho-Hydroxylation; 2-Arylbenzothiazole; C-H activation
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Funding
- DST [SR/S1/OC-79/2009]
- CSIR [01(2270)/08/EMR-II]
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An efficient protocol has been developed for the direct ortho-hydroxylation of 2-arylbenzothiazole using Pd(OAc)(2) as the catalyst and either of DIB/AcOH or Oxone (R)/TFA combinations under air atmosphere. Under both these conditions, the methodology tolerates a diverse array of substituents giving good to excellent yields of corresponding ortho-hydroxylated products. Regioselective hydroxylation is observed at the less sterically hindered site of the phenyl ring possessing substituents at its meta position. (c) 2013 Elsevier Ltd. All rights reserved.
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