Visible-light promoted aerobic difunctionalization of alkenes with sulfonyl hydrazides for the synthesis of β-keto/hydroxyl sulfones. Issue 14 (20th March 2019)

• Record Type: Journal Article
• Authors: Wu, Jie; Zhang, Yulan; Gong, Xinchi; Meng, Yunge; Zhu, Chunyin
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 14(2019)
• Page Start: 3507
• Page End: 3513
• Publication Date: 2019-03-20
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00278b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A practical method has been developed for the conversion of alkenes to β-keto/hydroxyl sulfones by their reaction with sulfonyl hydrazides under metal-free conditions. Abstract : A practical method has been developed for the conversion of alkenes to β-keto/hydroxyl sulfones by their reaction with sulfonyl hydrazides under metal-free conditions. This reaction proceeds through the oxidative addition of alkenes by sulfonyl radicals that are generated by visible-light induced oxidation of sulfonyl hydrazides. Notaly the reaction uses O2 as the terminal oxidant, instead of metal catalysts or oxidants like TBHP, leading to H2 O and N2 as the clean by-products. The key features of this reaction include readily available reagents, mild reaction conditions and broad substrate scope.