Journal
HELVETICA CHIMICA ACTA
Volume 103, Issue 11, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.202000159
Keywords
Addition-elimination; benzofuran; cyclization; fluorine; styrene
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Funding
- JSPS KAKENHI [JP19H02707, JP18H04234, JP20 K21186, JP18 K05116]
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Efficient synthetic methods were established for obtaining 2-fluorobenzofurans involving various substituents. Upon being treated with 1,8-diazabicyclo[5.4.0]undec-7-ene under microwave irradiation, the alpha-unsubstituted beta,beta-difluoro-o-hydroxystyrenes underwent nucleophilic 5-endo-trigcyclization to afford the corresponding 2-fluorobenzofurans in high yields. Furthermore, 2-fluoro-3-iodobenzofuran was successfully synthesized, and its transformation to various 3-substituted 2-fluorobenzofurans was demonstrated.
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