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.

SUBMITTER: Loh JK 

PROVIDER: S-EPMC3458752 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature