Oscillatory flow reactor facilitates fast photochemical Wolff rearrangement toward synthesis of α-substituted amides in flow - Details

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Abstract：

A　visible　light-promoted　fast　photochemical　Wolff　rearrangement　was　developed　toward　synthesis　of　α-substituted　amides　in　continuous　flow　with　the　use　of　a　photochemical　oscillatory　flow　reactor　(POFR).　The　control　experiment　indicates　that　a　fast　process　of　the　Wolff　rearrangement　(＜40　s)　is　involved.　Notably,　this　protocol　does　not　require　excess　use　of　any　reactants,　and　the　resulting　α-substituted　amides　could　be　isolated　by　recrystallization　in　good　to　excellent　yields.　©　2024

Keyword：

Flow photochemistry Ketene Oscillatory flow reactor Wolff rearrangement α-Substituted amides

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[ 1 ] [Huang H.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 2 ] [Chen J.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 3 ] [Zhang L.]Key Laboratory of Natural Medicines of the Changbai Mountain, Ministry of Education, Molecular Medicine Research Center, College of Pharmacy, Yanbian University, Yanji, 133002, China
[ 4 ] [Yan H.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 5 ] [Li S.]Key Laboratory of Natural Medicines of the Changbai Mountain, Ministry of Education, Molecular Medicine Research Center, College of Pharmacy, Yanbian University, Yanji, 133002, China
[ 6 ] [Chen F.-E.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 7 ] [Chen F.-E.]Key Laboratory of Natural Medicines of the Changbai Mountain, Ministry of Education, Molecular Medicine Research Center, College of Pharmacy, Yanbian University, Yanji, 133002, China
[ 8 ] [Chen F.-E.]Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai, 200433, China
[ 9 ] [Chen F.-E.]Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs, Shanghai, 200433, China

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Chinese Chemical Letters

ISSN： 1001-8417

Year： 2025

Issue： 2

Volume： 36

9 . 4 0 0

JCR@2023

CAS Journal Grade：2

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ESI Highly Cited Papers on the List： 0 Unfold All

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