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Benzofuran Synthesis
from N‑Aryloxysulfonamides
and 2‑Bromoallyl Sulfones via Sequential Treatment with Base
and Acid
Neethu
K. Kunjunny (25144209)
K. K. Athma Manu (25144212)
M. P. Muhammad Sibil (25144215)
Rajeev S. Menon (1407373)
Biochemistry
Microbiology
Genetics
Molecular Biology
Pharmacology
Evolutionary Biology
Chemical Sciences not elsewhere classified
Ecology
Cancer
Infectious Diseases
Plant Biology
Virology
Computational Biology
acid sequential treatment
>- aryl -<
2 -( arylsulfonylmethyl
>- aryloxysulfonamides
corresponding benzofuran
cesium carbonate
bromoallyl sulfones
benzofuran synthesis
Sequential
treatment of <i>N</i>-aryloxysulfonamides
and 2-bromoallyl sulfones with cesium carbonate and <i>p</i>-toluenesulfonic acid led to the formation of 2-(arylsulfonylmethyl)benzofurans.
An initial <i>formal</i> nucleophilic vinylic substitution
sets the stage for a room-temperature [3,3]-sigmatropic rearrangement
of the <i>O</i>-aryl-<i>N</i>-vinyl hydroxylamine
intermediate. An allenoate ester also reacted analogously to afford
the corresponding benzofuran-esters.
2026-09-30T00:00:00Z
Text
Journal contribution
10.1021/acs.joc.6c01805.s001
https://figshare.com/articles/journal_contribution/Benzofuran_Synthesis_from_N_Aryloxysulfonamides_and_2_Bromoallyl_Sulfones_via_Sequential_Treatment_with_Base_and_Acid/34032663
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