title: Exploring chemical diversity via a modular reaction pairing strategy.
abstract: The efficient synthesis of an 80-member library of unique benzoxathiazocine 1,1-dioxides by a microwave-assisted, intermolecular nucleophilic aromatic substitution (S(N)Ar) diversification pathway is reported. Eight benzofused sultam cores were generated by means of a sulfonylation/S(N)Ar/Mitsunobu reaction pairing protocol, and subsequently diversified by intermolecular S(N)Ar with ten chiral, non-racemic amine/amino alcohol building blocks. Computational analyses were employed to explore and evaluate the chemical diversity of the library.
authors.affiliation: Department of Chemistry, The University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA.
authors.forename: Joanna K
authors.initials: JK
authors.lastname: Loh
authors.forename: Sun Young
authors.initials: SY
authors.lastname: Yoon
authors.forename: Thiwanka B
authors.initials: TB
authors.lastname: Samarakoon
authors.forename: Alan
authors.initials: A
authors.lastname: Rolfe
authors.forename: Patrick
authors.initials: P
authors.lastname: Porubsky
authors.forename: Benjamin
authors.initials: B
authors.lastname: Neuenswander
authors.forename: Gerald H
authors.initials: GH
authors.lastname: Lushington
authors.forename: Paul R
authors.initials: PR
authors.lastname: Hanson