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Preparation of .alpha.-substituted S-phenyl thio esters from aldehydes and (phenylthio)nitromethane

✍ Scribed by Barrett, Anthony G. M.; Graboski, Gregory G.; Russell, Mark A.


Book ID
123615299
Publisher
American Chemical Society
Year
1986
Tongue
English
Weight
564 KB
Volume
51
Category
Article
ISSN
0022-3263

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Preparation of Ξ±-substituted S-phenylthi
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## 2-Nitro-2-phenylthio oniranes (3), prepared by nucleophilic epoxidation of I-nitro-I-phenyllhio alkenes (I), react with a v&y of heteroatomic nucleophiles to give a-substituted S-phenylthio esters (2). Of special note is the efficient reaction of 2-n&o-2-phenylthio oxiranes with boron trifruOride

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## Szunmury: I-Phenylsulphonyl-I-phenylthio epoxides (3), readily prepared from aldehydes, react with lithium or magnesium halides to give high yields of the corresponding CFhalo S-phenyl thio esters.