MétaCan
Menu
Back to cohort
Record W4412424319 · doi:10.1002/0471264229.os097.11

Synthesis of α‐Bromoacetyl MIDA Boronate

2025· other· en· W4412424319 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 Syntheses · 2025
Typeother
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsChemistryOrganic chemistryCombinatorial chemistry

Abstract

fetched live from OpenAlex

Abstract This chapter presents step by step procedure for the synthesis of α‐bromoacetyl N‐methyliminodiacetic acid (MIDA) boronate. Organoboron compounds have become increasingly relevant in synthesis and drug discovery as they represent key intermediates in accessing complex small molecules/heterocycles and unique structural motifs. The borylation of preformed heterocycles typically involve lithiation protocols, transition metal‐catalyzed reactions, and electrophilic borylation methods. α‐Bromoacetyl MIDA boronate was synthesized by the epoxidation of commercially available vinyl MIDA boronate with mCPBA, furnishing the corresponding oxiran‐2‐yl MIDA boronate after trituration of the crude material with diethyl ether. The α‐bromoacetyl MIDA boronate building block has been shown to be amenable towards the synthesis of C2‐borylated imidazopyridines and indolizines in a regiochemically controlled fashion, with downstream construction of novel boron‐containing bis(heteroaryl) motifs.

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)0.000
metaresearch head score (Gemma)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.301
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.3010.001

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 head0.009
GPT teacher head0.222
Teacher spread0.213 · 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