Exploring chemical diversity via a modular reaction pairing strategy
Joanna K. Loh, Sun Young Yoon, Thiwanka B. Samarakoon and 5 more
Beilstein Journal of Organic Chemistry · 2012
doi:10.3762/bjoc.8.147 (opens in a new tab)
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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.
Abstract licence: CC BY
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