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Cesium fluoride-mediated Claisen rearrangement of aryl propargyl ether. Exclusive formation of 2-methyl-arylfran and its availability as a masked salicylaldehyde
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- ISHII H.
- Faculty of Pharmaceutical Sciences, Chiba University
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- ISHIKAWA Tsutomu
- Faculty of Pharmaceutical Sciences, Chiba University
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- TAKEDA Sunao
- Faculty of Pharmaceutical Sciences, Chiba University
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- UEKI Satoshi
- Faculty of Pharmaceutical Sciences, Chiba University
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- SUZUKI Masahiro
- Faculty of Pharmaceutical Sciences, Chiba University
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Description
Claisen rearrangement of an aryl propargyl ether in the presence of CsF led to exclusive formation of 2-methylarylfuran in excellent yield. The result of a precise examination of the rearrangement is described. Satisfactory transformation of the 2-methylarylfuran to a salicylaldehyde derivative was achieved by stepwise oxidation. This combination of reactions serves as a useful method for regioselective introduction of a C_1 unit at the ortho position of a phenol group.
Journal
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- Chem. Pharm. Bull.
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Chem. Pharm. Bull. 40 1148-1153, 1992
The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1570291227531980800
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- NII Article ID
- 110003629952
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- NII Book ID
- AA00602100
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- ISSN
- 00092363
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- Text Lang
- en
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- Data Source
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- CiNii Articles