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Reactions of β‐heteroatom substituted α,β‐unsaturated ketones with dimethylsulfonium methylide
Author(s) -
Nishio Takehiko,
Sugawara Mitsuko,
Omote Yoshimori
Publication year - 1979
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.5570160443
Subject(s) - chemistry , furan , heteroatom , pyrrole , methylene , ketone , organic chemistry , medicinal chemistry , alkoxy group , ring (chemistry) , alkyl
β‐Alkoxy‐ and β‐alkylthio α,β‐unsaturated ketones react with dimethylsulfonium methylide (DMSM) to give a furan, while β‐anilino α,β‐unsaturated ketones give the pyrrole. β,β‐Bis(alkylthio) α,β‐unsaturated ketones react with DMSM to afford the methylene inserted products, λ,λ‐bis(alkylthio) β,λ‐unsaturated ketones.