Synthesis of benzosultams via an intramolecular sp(2) C-H bond amination reaction of o-arylbenzenesulfonamides under metal-free conditions.

TitleSynthesis of benzosultams via an intramolecular sp(2) C-H bond amination reaction of o-arylbenzenesulfonamides under metal-free conditions.
Publication TypeJournal Article
Year of Publication2014
AuthorsLi Y, Ding Q, Qiu G, Wu J
JournalOrganic & biomolecular chemistry
Volume12
Issue1
Pagination149-55
Date Published2014 Jan 7
Abstract

A practical synthetic method for the generation of benzosultams via an intramolecular sp(2) C-H bond amination reaction of o-arylbenzenesulfonamides with PhI(OAc)2-I2 under metal-free conditions is developed. A broad range of substrates are tolerated under mild reaction conditions, affording bioactive benzosultams in good to excellent yields. The resulting benzothiazines could be conveniently transformed into their corresponding iodinated derivatives via electrophilic substitution reactions.

DOI10.1371/journal.pone.0080011
Alternate JournalOrg. Biomol. Chem.