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Reaction of sulfene with n,N ‐disubstituted α‐aminomethyleneketones vi. Synthesis of n,n ‐disubstituted 4‐amino‐3,4‐dihydro‐6‐phenyl‐1,2‐oxathiin 2,2‐dioxides and of 4‐methylphenylamino‐3,4‐dihydro‐5,6‐polymethylen‐1,2‐oxathiin 2,2‐dioxides
Author(s) -
Evangelisti Filippo,
Sche Pietro,
Bargagna Alberto
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.5570160203
Subject(s) - chemistry , steric effects , cycloaddition , medicinal chemistry , stereochemistry , organic chemistry , catalysis
The title compounds were obtained by cycloaddition of sulfene to N,N ‐disubstituted 3‐amino‐1‐phenyl‐2‐propen‐1‐ones and to 2‐metbylphenylaminomethylenecycloalkanones, respectively. Steric and electronic aspects of these reactions, as well as the failure of cycloaddition in the case of N,N ‐disubstituted 4‐arnino‐3‐buten‐2‐ones, are also discussed.