Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones
2-Trimethylsilyl-1,3,3-trimethylcyclopentene and 2-trimethylsilyl-1,3,3-trimethylcyclohexene were prepared in good yields by the Wurtz-Fittig coupling reaction of the corresponding 2-iodo-1,3,3-trimethylcyclopentene and 2-chloro-1,3,3-trimethylcyclohexene with metallic sodium and chlorotrimethyl...
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Serbian Chemical Society
2013-01-01
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| Series: | Journal of the Serbian Chemical Society |
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| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2013/0352-51391300015A.pdf |
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doaj-276ef357156547c185dd0c43b7f580eb2020-11-25T01:45:42ZengSerbian Chemical Society Journal of the Serbian Chemical Society0352-51392013-01-0178675976810.2298/JSC120501015ASynthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketonesAchanna Venkatesha M.Suresh Hariprasad2-Trimethylsilyl-1,3,3-trimethylcyclopentene and 2-trimethylsilyl-1,3,3-trimethylcyclohexene were prepared in good yields by the Wurtz-Fittig coupling reaction of the corresponding 2-iodo-1,3,3-trimethylcyclopentene and 2-chloro-1,3,3-trimethylcyclohexene with metallic sodium and chlorotrimethylsilane in anhydrous ether solvent. The Friedel-Crafts acylation reaction of 2-trimethylsilyl-1,3,3-trimethylcyclopentene with six different acid chlorides and the novel preparation of six alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones is reported.http://www.doiserbia.nb.rs/img/doi/0352-5139/2013/0352-51391300015A.pdfcyclic vinylsilanesanionic synthonsWurtz-Fittig reactionFriedel-Crafts acylationβ-silyl effect |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Achanna Venkatesha M. Suresh Hariprasad |
| spellingShingle |
Achanna Venkatesha M. Suresh Hariprasad Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones Journal of the Serbian Chemical Society cyclic vinylsilanes anionic synthons Wurtz-Fittig reaction Friedel-Crafts acylation β-silyl effect |
| author_facet |
Achanna Venkatesha M. Suresh Hariprasad |
| author_sort |
Achanna Venkatesha M. |
| title |
Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones |
| title_short |
Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones |
| title_full |
Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones |
| title_fullStr |
Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones |
| title_full_unstemmed |
Synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: A novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones |
| title_sort |
synthesis of five- and six-membered 2-trimethylsilyl-1,3,3-trimethylcycloalkenes: a novel preparation of alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones |
| publisher |
Serbian Chemical Society |
| series |
Journal of the Serbian Chemical Society |
| issn |
0352-5139 |
| publishDate |
2013-01-01 |
| description |
2-Trimethylsilyl-1,3,3-trimethylcyclopentene and 2-trimethylsilyl-1,3,3-trimethylcyclohexene were prepared in good yields by the Wurtz-Fittig coupling reaction of the corresponding 2-iodo-1,3,3-trimethylcyclopentene and 2-chloro-1,3,3-trimethylcyclohexene with metallic sodium and chlorotrimethylsilane in anhydrous ether solvent. The Friedel-Crafts acylation reaction of 2-trimethylsilyl-1,3,3-trimethylcyclopentene with six different acid chlorides and the novel preparation of six alkyl/alkenyl/aryl-(1′,3′,3′-trimethylcyclopentenyl)ketones is reported. |
| topic |
cyclic vinylsilanes anionic synthons Wurtz-Fittig reaction Friedel-Crafts acylation β-silyl effect |
| url |
http://www.doiserbia.nb.rs/img/doi/0352-5139/2013/0352-51391300015A.pdf |
| work_keys_str_mv |
AT achannavenkatesham synthesisoffiveandsixmembered2trimethylsilyl133trimethylcycloalkenesanovelpreparationofalkylalkenylaryl133trimethylcyclopentenylketones AT sureshhariprasad synthesisoffiveandsixmembered2trimethylsilyl133trimethylcycloalkenesanovelpreparationofalkylalkenylaryl133trimethylcyclopentenylketones |
| _version_ |
1725023272392720384 |