Data · dataset · 2026
A Room-Temperature Synthesis of 3‑Methylidene-2,3-dihydro-4-quinolones from o‑Aniliopropargy Alcohols and Aldehydes
Listed in ZivaHub and Deakin Research Online — shown once because both records carry DOI 10.1021/acs.joc.6c01517.s001
Through a room-temperature reaction between <i>o</i>-anilinopropargyl alcohols and aldehydes, various 3-methylidene-2,3-dihydro-4-quinolones were synthesized with 3 mol % TfOH as a catalyst.
Description
This transformation likely proceeds via acetalization of the aldehyde with CH(OCH<sub>3</sub>)<sub>3</sub>, acetal-intercepted Meyer–Schuster rearrangement, 1,3-migration, intramolecular conjugated addition, and departure of the methoxy group.
Acetalization reagent CH(OCH<sub>3</sub>)<sub>3</sub> should play multiple roles. The reaction uses 3 mol % catalyst loading, accommodates diverse substituents, and gives high yield, making it a practical alternative for the synthesis of 3-methylidene-2,3-dihydro-4-quinolones.
Links
Where it is published
- DOI doi.org/10.1021/acs.joc.6c01517.s001 ↗
DOI / persistent id · from zivahub uct ac za
Catalogue records · 1
- OAI-PMH record api.figshare.com/v2/oai?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Af… ↗
metadata API · from zivahub uct ac za
Topics
Provenance · 2 source records, 19 field assertions
| Source | Key | Last seen | Raw |
|---|---|---|---|
| ZivaHub | oai:figshare.com:article/34031539 | 11 d ago | JSON v1 |
| Deakin Research Online | oai:figshare.com:article/34031539 | 11 d ago | JSON v1 |
| Field | Assertion | Extractor | Evidence |
|---|---|---|---|
| access_level | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].anzsrc:group:3103 | mapping · dro deakin edu au | vocabulary-mapper@1.0.0 | keywords['Ecology'] |
| concepts[field].anzsrc:group:3103 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Ecology'] |
| concepts[field].anzsrc:group:3107 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Microbiology'] |
| concepts[field].anzsrc:group:3107 | mapping · dro deakin edu au | vocabulary-mapper@1.0.0 | keywords['Microbiology'] |
| concepts[field].local:field:chemistry | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:chemistry | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:earth-environmental | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:earth-environmental | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:life-sciences | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:life-sciences | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:medicine-health | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:medicine-health | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:ocean-atmospheric | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:ocean-atmospheric | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| description | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/description |
| license | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/rights |
| publication_date | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| title | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/title |