Efficient and Economical Access to Substituted Benzothiazoles: Copper‐Catalyzed Coupling of 2‐Haloanilides with Metal Sulfides and Subsequent Condensation
D Ma, S Xie, P Xue, X Zhang, J Dong… - Angewandte Chemie …, 2009 - Wiley Online Library
D Ma, S Xie, P Xue, X Zhang, J Dong, Y Jiang
Angewandte Chemie International Edition, 2009•Wiley Online Library… In the course of our studies on new methods for heterocycle synthesis through copper-catalyzed
coupling reactions of 2-haloanilides with nucleophiles, 15 , 16 we attempted to use some
metal sulfides as coupling partners. We were pleased to find that their coupling with 2-haloanilides
worked well to give benzothiazoles after an acidic workup. To the best of our knowledge,
this is the first successful example for the use of metal sulfides as … In conclusion, we have
developed a novel method for the synthesis of substituted benzothiazoles, which relies on …
coupling reactions of 2-haloanilides with nucleophiles, 15 , 16 we attempted to use some
metal sulfides as coupling partners. We were pleased to find that their coupling with 2-haloanilides
worked well to give benzothiazoles after an acidic workup. To the best of our knowledge,
this is the first successful example for the use of metal sulfides as … In conclusion, we have
developed a novel method for the synthesis of substituted benzothiazoles, which relies on …
Abstract
Don′t tell azole: The first metal‐catalyzed direct coupling of metal sulfides with aryl halides and subsequent intramolecular condensation provided substituted benzothiazoles (see scheme). A wide range of functional groups are tolerated under the reaction conditions.
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