Visible‐Light‐Promoted Redox‐Neutral Cyclopropanation Reactions of α‐Substituted Vinylphosphonates and Other Michael Acceptors with Chloromethyl Silicate as Methylene Transfer Reagent. Issue 23 (14th August 2018)

• Record Type: Journal Article
• Authors: Guo, Ting; Zhang, Li; Liu, Xiaobo; Fang, Yewen; Jin, Xiaoping; Yang, Yi; Li, Yan; Chen, Bin; Ouyang, Minghui
• Is Part Of: Advanced synthesis & catalysis. Volume 360:Issue 23(2018)
• Page Start: 4459
• Page End: 4463
• Publication Date: 2018-08-14
• Subjects: Photoredox catalysis -- Cyclopropanation -- Radical -- Michael acceptor -- 1-Arylcyclopropylphosphonate; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201800761
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The alkene cyclopropanation with chloromethyl silicate as a methylene transfer reagent has been accomplished via visible‐light‐mediated redox‐neutral catalysis. This method features broad functional group tolerance and mild conditions. In addition to α‐substituted vinylphosphonates, a range of Michael acceptors including α, β ‐unsaturated acrylate, ketone, amide and sulfone are suitable substrates for this photocatalytic cyclopropanation. An application of this protocol to the cyclopropanation of estrone derivative is also presented. Abstract :