Β-Cyclodextrin/IBX in water: highly facile biomimetic one pot deprotection of THP/MOM/Ac/Ts ethers and concomitant oxidative cleavage of chalcone epoxides and oxidative dehydrogenation of alcohols. Issue 3 (11th September 2015)

• Record Type: Journal Article
• Authors: Kumar, Sumit; Ahmed, Naseem
• Is Part Of: Green chemistry. Volume 18:Issue 3(2016)
• Page Start: 648
• Page End: 656
• Publication Date: 2015-09-11
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c5gc01785h
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : A mild and efficient one-pot deprotection of THP/MOM/Ac/Ts ethers, and concomitant oxidative cleavage of epoxides and oxidative dehydrogenation of alcohols using β-cyclodextrin/IBX in water has been developed. Abstract : A mild and efficient one-pot deprotection of THP/MOM/Ac/Ts ethers, and concomitant oxidative cleavage of epoxides and oxidative dehydrogenation of alcohols to form β-hydroxy 1, 2-diketones, 1, 2, 3-triketones and conjugated aromatic carbonyl systems (chalcones) using β-cyclodextrin/IBX in water has been developed. o -Iodoxybenzoic acid, a readily available hypervalent iodine(v ) reagent, was found to be highly effective with β-cyclodextrin in carrying out the deprotection and subsequent transformations under an eco-friendly environment. The reaction gave moderate to excellent yields ranging from 50–99% at 60 °C in 40 min to 6 h.