Herein, we report the first bench-stable and nonhygroscopic monosubstituted allenyl sulfonium salt (ATT) synthesized from thianthrene and propargyl alcohol. We demonstrate its use in annulation chemistry to synthesize heterocycles, such as 2-hydroxy morpholine, 2-methyl quinoxalines, and benzodioxepinone derivatives, with an exocyclic double bond. The reagent is the first allenyl sulfonium salt that can undergo palladium-catalyzed cross-coupling reactions to form a C(sp)-C(sp) bond via Suzuki coupling and a C(sp)-C(sp) bond formation via reductive coupling.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11468728 | PMC |
| http://dx.doi.org/10.1021/jacs.4c10135 | DOI Listing |
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