ArticleThe Journal of organic chemistry2026
Substrate-Controlled Divergent Reactivity of 2-Alkynylindoles: [2 + 2] Cycloaddition-Retroelectrocyclization versus Tricyanovinylation for the Synthesis of NLOphores.
Article in The Journal of organic chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
0 citing papers in PubMed.
No citing paper in PubMed yet.
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
This study provides insight into the donor characteristics of the indole framework and allows a comparison between its C-2 and C-3 positions. Ten electron-rich alkynes incorporating an indole core were synthesized via the Sonogashira cross-coupling reaction. Structural variations within these substrates led to two distinct reaction pathways for the formation of cyano-containing conjugated systems, yielding eight tricyanovinylation and two [2 + 2] cycloaddition-retroelectrocyclization (CA-RE) products. The tricyanovinylation products formed with tetracyanoethylene (TCNE) were obtained in 40-82% yields, whereas the chromophores produced through the [2 + 2] CA-RE pathway arising from alkyne activation were isolated in 30-63% yields. They display pronounced intramolecular charge transfer (ICT), with λ
Identifiers
What Socratic holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the Socratic graph.