English (United Kingdom)

https://curated-unify.zendy.io/wp-json/zendy-region/v1/featured_content/oa?rat=en

https://curated-unify.zendy.io/wp-json/zendy-region/v1/highlighted_journal/

Global: Zendy Plus annual

Presents the access of premium content as premium feature

Premium Content

Presents the keyphrase highlighting as premium feature

Keyphrase Highlighting

Presents the summarisation as premium feature

Summarisation

Insights

Presents the pdf analysis as premium feature

PDF Analysis

Presents the zaia usage as premium feature

ZAIA

Global: Zendy Plus monthly

Global: Zendy Tools annual

Global: Zendy Tools monthly

Global: Zendy Free Plan

In the reaction of 5-methyl-5H-isoindolo[2,1-a]benzimidazole 2 with N-arylmaleimides 3a–f a novel unexpected rearrangement led to the 3-(E)-1-(2,5-dioxo-1-R-tetrahydro-1H-3-pyrrolyl)-1[2-(1-methyl-1H-benzo[d]imidazol-2-yl)phenyl]methylidene-1-R-2,5-pyrrolidinediones 6a–f. A three-step mechanism including Michael addition, Diels–Alder reaction and skeletal rearrangement of tricyclic 7-azanorbornene derivatives 5a–f is proposed to explain the formation of the final products. An X-ray structure analysis of compound 6a shows the presence of a twisted double bond with a torsion angle of 6.42°. In the H NMR spectra the presence of a chirality center and axis in the adducts 6a–f implies the presence of atropodiastereomers.

arkivoc

Novel rearrangement in the reaction of 5-methyl-5Hiso-indolo [2,1-a]benzimidazole with maleimide derivatives. Stereochemical and X-ray structural study