Preparation of Some Novel Butyl, Butenyl, Butadienyl and Butynyl Sulfone Electrophiles for Use in Enolate Trapping Studies
Author(s)
Loughlin, Wendy
Haynes, R.
Griffith University Author(s)
Year published
1995
Metadata
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The preparation of some novel four-carbon electrophiles and electrophile intermediates is described. Thus, the chlorobutenyl sulfone (5), the iodobutynyl sulfone (6) and the hitherto unreported chlorobutynyl sulfone (4) were prepared. The novel intermediates, containing a chelating imidazolyl functionality, the N- methylimidazolyl sulfides (13)-(15) were also prepared. However, they polmerized rapidly, thus preventing further synthetic manipulations. The preparation of the a-( trimethylsilyl ) butadienyl sulfones (17) and (18) is described and the mode of formation of the intermediate a- trimethylsilyl sulfides (21) and (22) ...
View more >The preparation of some novel four-carbon electrophiles and electrophile intermediates is described. Thus, the chlorobutenyl sulfone (5), the iodobutynyl sulfone (6) and the hitherto unreported chlorobutynyl sulfone (4) were prepared. The novel intermediates, containing a chelating imidazolyl functionality, the N- methylimidazolyl sulfides (13)-(15) were also prepared. However, they polmerized rapidly, thus preventing further synthetic manipulations. The preparation of the a-( trimethylsilyl ) butadienyl sulfones (17) and (18) is described and the mode of formation of the intermediate a- trimethylsilyl sulfides (21) and (22) from the trimethylsilylbutenyl sulfide (27) is discussed.
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View more >The preparation of some novel four-carbon electrophiles and electrophile intermediates is described. Thus, the chlorobutenyl sulfone (5), the iodobutynyl sulfone (6) and the hitherto unreported chlorobutynyl sulfone (4) were prepared. The novel intermediates, containing a chelating imidazolyl functionality, the N- methylimidazolyl sulfides (13)-(15) were also prepared. However, they polmerized rapidly, thus preventing further synthetic manipulations. The preparation of the a-( trimethylsilyl ) butadienyl sulfones (17) and (18) is described and the mode of formation of the intermediate a- trimethylsilyl sulfides (21) and (22) from the trimethylsilylbutenyl sulfide (27) is discussed.
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Journal Title
Australian Journal of Chemistry
Volume
48
Subject
Chemical sciences