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Nucleophilic tele-substitution in 2-chloro-3-formylindoles via ring opening?ring closure

✍ Scribed by Pluta, Krystian; Andersen, Kim V.; Jensen, Frank; Becher, Jan


Book ID
120006234
Publisher
The Royal Society of Chemistry
Year
1988
Tongue
English
Weight
264 KB
Volume
24
Category
Article
ISSN
0022-4936

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The reaction rates of 2-chloro-3,5-dinitropyridine 1 with a series of arylthiolates 2a-h in methanol have been measured at 25Β°C. The products are the corresponding 2-thioaryl-3,5-dinitropyridine 3a-h. Good Hammett correlation with value Οͺ1.19 was obtained suggesting an elimination-addition mechanism