2020
DOI: 10.1039/d0qo01113d
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Molecular iodine-catalyzed multicomponent synthesis of α-cyanopyrrolines with ambient air as the oxidant under neat conditions

Abstract: In this work, a variety of α-cyanopyrrolines were efficiently synthesized from alkenes, TMSCN and N,N-disubstituted formamides via molecular iodine-catalyzed tandem reaction under neat and mild conditions. This method applies ambient...

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Cited by 18 publications
(1 citation statement)
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“…The reaction showed a wide substrate scope as both electron‐withdrawing and electron‐donating groups on the phenyl ring of pheylacetylene, aliphatic alkynes such 1‐octyne, 3‐pheylpropyne and 4‐phenylbut‐3‐ene‐1‐yne delivered the expected product in good yields. Another method using alkenes, trimethylsilylcyanide and N,N‐disubstituted formamides was reported by the same authors [29] for the synthesis of α‐cyanopyrrolines 17 in a I 2 catalyzed tandem three‐component reaction using ambient air as an oxidant (Scheme 6). All the reactants were taken in equivalent ratio for generation of azomethine ylide as an intermediate followed by its dehydrogenative cycloaddition with alkene catalyzed (both steps) by iodine showing dual catalysis.…”
Section: Iodine Catalyzed/mediated Multi‐component Reactionsmentioning
confidence: 99%
“…The reaction showed a wide substrate scope as both electron‐withdrawing and electron‐donating groups on the phenyl ring of pheylacetylene, aliphatic alkynes such 1‐octyne, 3‐pheylpropyne and 4‐phenylbut‐3‐ene‐1‐yne delivered the expected product in good yields. Another method using alkenes, trimethylsilylcyanide and N,N‐disubstituted formamides was reported by the same authors [29] for the synthesis of α‐cyanopyrrolines 17 in a I 2 catalyzed tandem three‐component reaction using ambient air as an oxidant (Scheme 6). All the reactants were taken in equivalent ratio for generation of azomethine ylide as an intermediate followed by its dehydrogenative cycloaddition with alkene catalyzed (both steps) by iodine showing dual catalysis.…”
Section: Iodine Catalyzed/mediated Multi‐component Reactionsmentioning
confidence: 99%