title: Controlled thioamide vs. amide formation in the thioacid-azide reaction under acidic aqueous conditions.
abstract: The thioacid-azide reaction and its chemoselectivity were probed with alkyl azides for a potential application to form amide bonds in aqueous solvents. Our results reveal that under acidic conditions thioamides were formed as major reaction products suggesting a competing mechanism, whereas reactions forming amides predominated at slightly higher pH values.
authors.affiliation: Freie Universität Berlin, Institut für Chemie und Biochemie, Takustr. 3, 14195 Berlin, Germany.
authors.forename: Michaela
authors.initials: M
authors.lastname: Mühlberg
authors.forename: Kristina D
authors.initials: KD
authors.lastname: Siebertz
authors.forename: Brigitte
authors.initials: B
authors.lastname: Schlegel
authors.forename: Peter
authors.initials: P
authors.lastname: Schmieder
authors.forename: Christian P R
authors.initials: CP
authors.lastname: Hackenberger