2021
DOI: 10.1002/hlca.202100032
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Stereoselective Synthesis of 4,5‐Dihydroisoxazole Derivatives from 1,1‐Dicyanocyclopropanes and Hydroxylamine Hydrochloride

Abstract: An efficient approach was developed for the synthesis of 4,5‐dihydroisoxazole derivatives from substituted 1,1‐dicyano‐cyclopropanes and hydroxylamine hydrochloride in ethanol through FeCl3‐catalyzed cascade addition reactions. This procedure gives a useful method to afford stereoselectively poly‐substituted 4,5‐dihydroisoxazoles in good yields.

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Cited by 5 publications
(2 citation statements)
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References 117 publications
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“…These considerations suggest that both X and Z could be carbon atoms, with Z having an additional electron-withdrawing substituent. This design logically leads to donor–acceptor (DA) cyclopropanes , where both a pendant nucleophilic functionality and an acceptor group are attached at the same “anchor” carbon atom.…”
Section: Introductionmentioning
confidence: 99%
“…These considerations suggest that both X and Z could be carbon atoms, with Z having an additional electron-withdrawing substituent. This design logically leads to donor–acceptor (DA) cyclopropanes , where both a pendant nucleophilic functionality and an acceptor group are attached at the same “anchor” carbon atom.…”
Section: Introductionmentioning
confidence: 99%
“…Research showed the obviously different reactivities and positions for D–A cyclopropanes with different electron-withdrawing groups. It is worth noting that a cyano group of these appositively dicyanocyclopropanes has preferable reactivity, which could participate in various types of reactions . Recently, the prominent pharmacological and physiological activities, and synthetic methodologies of appositively dicyanomethyl heterocycles have attracted much attention …”
mentioning
confidence: 99%