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Updated: Jul 10, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Cyclic thioanhydrides: linchpins for multicomponent coupling reactions based on the reaction of thioacids with
1Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48230, USA. Dcrich@chem.wayne.edu
Abstract:
Reaction of cyclic thioanhydrides with amines affords amides functionalized with thioacids, which can be trapped in situ with electron-deficient azides or, preferably, 2,4-dinitrobenzenesulfonamides. In this manner the cyclic thioanhydride serves as a linchpin in a three-component coupling sequence. The use of thiomaleic anhydride and a bifunctional nucleophile extends the process to heterocycle synthesis, while a cyclic thioanhydride prepared from aspartic acid directly provides N-functionalized asparagine derivatives.
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