title: Double- and triple-consecutive O-insertion into tert-butyl and triarylmethyl structures.
abstract: [reaction: see text] The concecutive Criegee rearrangement reactions were studied for tert-butyl trifluoroacetate, triarylcarbinols, and benzophenone ketales with trifluoroperacetic acid (TFPAA) in trifluoroacetic acid (TFA). The formation of methyl acetate and methyl trifluoroacetate indicates that the consecutive double-O-insertion process has taken place for tert-butyl trifluoroacetate. The intermediate dimethoxymethylcarbonium ion was detected below 5 degrees C. A consecutive triple-O-insertion process has been observed for triarylmethanols and benzophenone ketals. A new high yield method of corresponding diaryl carbonates synthesis was developed.
authors.affiliation: Natural Resources Research Institute, 5013 Miller Trunk Highway, Duluth, Minnesota 55811-1442, USA. pkrasuts@d.umn.edu
authors.forename: Pavel A
authors.initials: PA
authors.lastname: Krasutsky
authors.forename: Igor V
authors.initials: IV
authors.lastname: Kolomitsyn
authors.forename: Sergiy G
authors.initials: SG
authors.lastname: Krasutsky
authors.forename: Paul
authors.initials: P
authors.lastname: Kiprof