Aug 2026· Organic Letters· Vol 28 35, pp.
11064-11069
· 0 citations· 25 references
Medicine
Abstract
Herein, we report a rhodium(II)-catalyzed divergent dearomative cyclization of benzimidazoles and benzoxazoles with cyclopropenes that proceeds through a unified azolium ylide mechanism. Scaffold tuning of the 1,3-azole substrates enables two distinct pathways: pyrroloimidazoles from benzimidazoles and benzoxazoloazepines from benzoxazoles. This method features good functional group tolerance and gram-scale scalability, providing straightforward access to two classes of pharmaceutically relevant nitrogen heterocycles.
An efficient phosphoric acid-catalyzed cycloaddition reaction between pyrazolones and 2-indolyldimethanols for the construction of indole-fused seven-membered oxepane skeletons was developed. This protocol featured excellent functional group tolerance, broad substrate generality, and high reaction yields. Moreover, the...
P. Tao, Shi-Wu Li· Journal of Organic Chemistry· 0 citations
We describe a sequential protocol for iridium(III)-catalyzed o-C-H (E)-allylation of 2-aryl quinazolinones with vinylcyclopropanes (VCPs), followed by palladium(II)-catalyzed aza-Wacker cyclization and subsequent olefin migration, affording piperidine-fused quinazolinones. A broad substrate scope and complete site sele...
Anand Kumar, HaeIn Kim, Chaeeun Kim et al.· Journal of Organic Chemistry· 0 citations
Herein, we report an Ag(I)-catalyzed strategy for the synthesis of C2 allylated spiroindolines from indole-tethered ynones and allyltri-methylsilanes. The developed protocol involves a 5-/6-endo-dig dearomatizing spirocyclization of indole-tethered ynones, followed by nucleophilic allylation of the resulting spiroindol...
Pallavi Phadatare, Sheetal Saini, Debojyoti Bag et al.· Chemical Communications· 0 citations
A reagent-controlled divergent reaction of vinyl sulfoxonium ylides with arylideneindane-1,3-diones has been developed. The transformation proceeds through in situ formation and selective cleavage of donor-acceptor cyclopropane intermediates, providing dihydropyranone and indenopyranone scaffolds with excellent regio-...
An atom-economical and catalyst-free synthesis of benzo[b]azepines is described by tuning an intramolecular cyclization of 2-alkenyl-N-propargylanilines. The reaction was presumed to proceed through an in situ formation of aza-o-quinone methide (aza-o-QM), followed by 1,6-enyne cyclization under thermal conditions. The...
Akashdeep Sharma, P. Sharma, Ritik Shukla et al.· Organic Letters· 0 citations
We report a copper-catalyzed cascade cyclization for the concise synthesis of pyrimido[4,5-b]indole skeletons via direct C-H functionalization and concomitant C-N bond formation. This methodology utilizes an inexpensive catalytic system (CuI/2,2'-bipyridine). The reaction demonstrates remarkable functional group tolera...
Yan-Jun Xie, Yi-Jin Liang, Xin-Bo Liu et al.· Organic and biomolecular che...· 0 citations
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