Synthesis of Ring-Locked Tetracyclic Dithienocyclopentapyrans and Dibenzocyclopentapyran via 1,5-Hydride Shift and Copper-Catalyzed C-O Bond Formation for Nonfullerene Acceptors.
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DOI: 10.1021/acs.orglett.1c00110
Abstract: We discovered a unique synthetic route to construct 2H-pyran-containing tetracyclic dithienocyclopentapyran (DTCP) and dibenzocyclopentapyran (DBCP) architectures. The synthesis involves an acid-induced dehydration cyclization followed by a [1,5] hydride-shift isomerization to form a cyclopentanone moiety which… read more here.
Keywords: synthesis ring; hydride shift; bond formation;
1,5-Hydride-Shift-Triggered Cyclization for the Synthesis of Unsymmetric Julolidines
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DOI: 10.1055/a-1559-2728
Abstract: Directly accessible 8-substituted tetrahydroquinolines undergo 1,5-hydride-shift-triggered cyclization to provide difficult to access julolidine derivatives in yields of 21–98% under scandium(III) triflate catalysis. Additionally, the scope of the reaction, several follow-up transformations and a remarkable side… read more here.
Keywords: shift triggered; hydride shift; triggered cyclization; synthesis unsymmetric ... See more keywords