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Record W4408549275 · doi:10.1039/d5cc00655d

Recent strategy for the synthesis of indole and indoline skeletons in natural products

2025· review· en· W4408549275 on OpenAlexafffund
Maxime Denis, Sylvain Canesi

Bibliographic record

VenueChemical Communications · 2025
Typereview
Languageen
FieldChemistry
TopicAsymmetric Synthesis and Catalysis
Canadian institutionsUniversité du Québec à Montréal
FundersFonds de recherche du Québec – Nature et technologiesNatural Sciences and Engineering Research Council of Canada
KeywordsIndolineIndole testNatural (archaeology)ChemistryCombinatorial chemistryBiochemical engineeringBusinessOrganic chemistryBiologyEngineering

Abstract

fetched live from OpenAlex

Indole alkaloids are one of the most important classes of natural products found in nature, particularly in a wide variety of plants. These compounds have compact polycyclic systems with at least one nitrogen atom. Several of these alkaloids are bioactive and have raised hopes for the development of new drugs. Their biosynthesis involves tryptophan as an amino acid precursor, since the indole or indoline moiety is the main heterocycle of these natural products. However, in their quest to synthesize such complex architectures, chemists have developed several different strategies to produce this key heterocycle quickly and in an unnatural way. This review focuses on the recent total synthesis methods used to prepare the indole and indoline core of these important alkaloids. Novel and older methods that allow the rapid formation of this heterocycle are described as key steps in the total synthesis of these fascinating structures designed by Mother Nature.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.004
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Other design · Consensus signal: none
GenreCandidate signal: Review · Consensus signal: Review
Teacher disagreement score0.993
Threshold uncertainty score0.728

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.004
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0020.001
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.072
GPT teacher head0.349
Teacher spread0.277 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designOther design
Domainnot available
GenreReview

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations31
Published2025
Admission routes2
Has abstractyes

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