Synthesis of Ring-Locked Tetracyclic Dithienocyclopentapyrans and Dibenzocyclopentapyran via 1,5-Hydride Shift and Copper-Catalyzed C-O Bond Formation for Nonfullerene Acceptors.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
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;
Copper-Catalyzed Formal C(sp3)-H Insertions via 1,5-Diyne Cyclization Triggered by a 1,6-Hydride Shift.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c02052
Abstract: In recent decades, C(sp3)-H bond functionalization has emerged as an efficient strategy for the direct construction of C-C or carbon-heteroatom bonds. Herein, we report a copper-catalyzed cascade cyclization of 1,5-diynes involving formal C(sp3)-H insertions via… read more here.
Keywords: formal sp3; insertions via; hydride shift; copper catalyzed ... See more keywords
[1,3]-Hydride Shift in α-Boryl Cations: Strategic Design of Fluorine-Triggered Cyclopropanation.
Sign Up to like & getrecommendations! Published in 2025 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.5c08276
Abstract: Hydride shift represents an important process in carbocation chemistry, yet controlled access to the [1,3]-hydride shift has remained elusive despite its potential synthetic utility. Here, we report direct observation and synthetic demonstration of the [1,3]-hydride… read more here.
Keywords: hydride shift; cations strategic; shift; boryl cations ... See more keywords
1,5-Hydride-Shift-Triggered Cyclization for the Synthesis of Unsymmetric Julolidines
Sign Up to like & getrecommendations! Published in 2021 at "Synthesis"
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
Study on 1,4-hydride shift triggered spirocyclization of arylidene imidazolones: substituent control on formation of indane or tetrahydrobenzazepine systems
Sign Up to like & getrecommendations! Published in 2025 at "Mendeleev Communications"
DOI: 10.71267/mencom.7550
Abstract: A rare process of 1,4-hydride or formal 1,6-hydride shift occurs in the (o-dialkylaminomethyl)arylidene imidazolones under the action of aluminum chloride. Only sterically hindered amino derivatives are able to enter the spirocyclization reaction, and the substituent… read more here.
Keywords: arylidene imidazolones; hydride shift; indane; study hydride ... See more keywords