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Record W4413399315 · doi:10.1021/acs.oprd.5c00230

A Continuous Manufacturing Line Generating Organozinc Species in Flow: Enhancing the Simmons-Smith Reaction Including Post-Reaction Processing

2025· article· en· W4413399315 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueOrganic Process Research & Development · 2025
Typearticle
Languageen
FieldEngineering
TopicInnovative Microfluidic and Catalytic Techniques Innovation
Canadian institutionsInstitute of Particle Physics
FundersSteirische WirtschaftsförderungsgesellschaftÖsterreichische ForschungsförderungsgesellschaftBundesministerium für Klimaschutz, Umwelt, Energie, Mobilität, Innovation und TechnologieBundesministerium für Arbeit und Wirtschaft
KeywordsContinuous flowFlow chemistryChemistryLine (geometry)Process engineeringComputer scienceCombinatorial chemistryBiochemical engineeringMathematicsEngineering

Abstract

fetched live from OpenAlex

High Resolution Image Download MS PowerPoint Slide The cyclopropyl fragment is paramount in the pharmaceutical industry, as a wide range of active pharmaceutical ingredients inhere this versatile molecular structure. Recently, even higher importance has been attributed to the cyclopropane ring since many transition drug candidates utilize this carbon–carbon arrangement’s beneficial features. A reliable way to produce cyclopropanes is via the Simmons-Smith reaction, which utilizes a zinc–copper couple to transfer the methylene group of a dihalomethane to the double bond of a target molecule. The whole process involves a quenching and filtration step and is usually completed by a time-consuming extraction of metal salts and other impurities. This work presents a reliable and reproducible method to perform all unit operations continuously. It includes the synthesis step in a packed-bed reactor filled with a zinc–copper couple, activated in flow, eliminating the need for a filtration unit. It is followed by a two-stage cross-flow extraction for simultaneous quenching and removal of zinc salts from the product solution. Finally, the extraction efficiency is monitored atline by an in-house-developed method using chromophoric reagents in continuous flow.

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.

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)0.002
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.134
Threshold uncertainty score0.984

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0020.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0010.002
Science and technology studies0.0010.000
Scholarly communication0.0000.000
Open science0.0000.000
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 head0.026
GPT teacher head0.310
Teacher spread0.283 · 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