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Diels‐alder reactions of 2‐ and 3‐vinyl‐1‐(phenylsulfonyl)pyrroles
Author(s) -
Xiao Dong,
Ketcha Daniel M.
Publication year - 1995
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570320220
Subject(s) - chemistry , diels–alder reaction , alder , sulfone , organic chemistry , medicinal chemistry , catalysis , ecology , biology
Regioselectively produced 2‐ and 3‐acetyl‐1‐(phenylsulfonyl)pyrroles can be reduced to the corresponding alcohols and subsequently dehydrated to afford N ‐protected vinylpyrroles. These remarkably stable vinylpyrroles can then serve as heterodienes in [4 + 2] cycloaddition reactions with electron deficient dienophiles to afford tetrahydroindole derivatives.
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