title: Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out.
abstract: The generation of stereochemically-rich benzothiaoxazepine-1,1'-dioxides for enrichment of high-throughput screening collections is reported. Utilizing a microwave-assisted, continuous flow organic synthesis platform (MACOS), scale-out of core benzothiaoxazepine-1,1'-dioxide scaffolds has been achieved on multi-gram scale using an epoxide opening/S(N)Ar cyclization protocol. Diversification of these sultam scaffolds was attained via a microwave-assisted intermolecular S(N)Ar reaction with a variety of amines. Overall, a facile, 2-step protocol generated a collection of benzothiaoxazepine-1,1'-dioxides possessing stereochemical complexity in rapid fashion, where all 8 stereoisomers were accessed from commercially available starting materials.
authors: Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada.
authors: Michael G
authors: MG
authors: Organ
authors: Paul R
authors: PR
authors: Hanson
authors: Alan
authors: A
authors: Rolfe
authors: Thiwanka B
authors: TB
authors: Samarakoon
authors: Farman
authors: F
authors: Ullah