1,3-Dioxolan-2-ylium cations from acylfurans: Conversion of furyl ketones to esters under nonoxidative conditions

Add time:08/16/2019    Source:sciencedirect.com

Acylfurans 3 furnished tosylated glycol monoesters 5 when treated with 1,2-diols in the presence of an equivalent of TsOH. This process likely occurs via protiodefuranation of the intermediate furyl ketals to form 1,3-dioxolan-2-ylium cations 8. Subsequent ring-opening via SN2 nucleophilic displacement by p-toluenesulfonate then provides esters 5. When a 1,3-diol was employed, furan-containing ester 9 was formed instead of the standard product through an apparent aldol dimerization/fragmentation pathway.

We also recommend Trading Suppliers and Manufacturers of 1,3-BUTANEDIOL, 1-(2-FURYL)-4,4,4-TRIFLUORO-3-TRIFLUOROMETHYL- (cas 100991-87-5). Pls Click Website Link as below: cas 100991-87-5 suppliers

Prev:Nitrobenzene reduction and reductive cleavage of azobenzenes in two species of arachnida
Next:Polyesters bearing furan moieties: IV. Solution and interfacial polycondensation of 2,2′-bis(5-chloroformyl-2-furyl)propane with various diols and bisphenols)