Molecular iodine-catalyzed multicomponent synthesis of alpha-cyanopyrrolines with ambient air as the oxidant under neat conditions

In this work, a variety of alpha-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 air as the sole oxidant and circumvents the use of transition...

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Published inORGANIC CHEMISTRY FRONTIERS Vol. 7; no. 24; pp. 4026 - 4030
Main Authors Gui, Qing-Wen, Teng, Fan, Li, Zhou-Chao, Jin, Xue-Feng, Zhang, Mei, Dai, Jia-Ni, Lin, Ying-Wu, Cao, Zhong, He, Wei-Min
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.12.2020
Royal Society of Chemistry
Subjects
Alkenes
Cascade chemical reactions
Chemical synthesis
Chemistry
Chemistry, Organic
Iodine
Organic chemistry
Oxidants
Oxidizing agents
Physical Sciences
Science & Technology
Selectivity
Transition metals
AMINES
ANNULATION
CONSTRUCTION
EFFICIENT SYNTHESIS
CARBONYLATIVE SYNTHESIS
BEARING
CYCLIZATION
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Summary:In this work, a variety of alpha-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 air as the sole oxidant and circumvents the use of transition metals and extra solvents to afford a broad range of final products with good regio- and chemo-selectivity.
ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/d0qo01113d