Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner–Wadsworth–Emmons reaction
2012 ◽
Vol 8
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pp. 1185-1190
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Keyword(s):
Diethyl 2-nitro-(pentafluorosulfanyl)benzylphosphonates, available by the vicarious nucleophilic substitution reaction of meta- and para-nitro-(pentafluorosulfanyl)benzenes and diethyl chloromethylphosphonate, undergo Horner–Wadsworth–Emmons reaction with aldehydes in the presence of potassium hydroxide in acetonitrile at ambient temperature to give (E)-2-nitro-1-alkenyl-(pentafluorosulfanyl)benzenes in good yields and high stereoselectivities. Follow-up transformations of the primary products provided (E)-1-alkenyl-(pentafluorosulfanyl)benzenes and 2-(2-arylethyl)-(pentafluorosulfanyl)anilines.
2020 ◽
Vol 13
(6)
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pp. 5849-5863
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1993 ◽
Vol 115
(13)
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pp. 5879-5880
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2013 ◽
Vol 448
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pp. 74-80
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2014 ◽
Vol 79
(23)
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pp. 11744-11749
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1970 ◽
pp. 738
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