Data · dataset · 2026
Regio- and Stereoselective 1,4-(Hetero)arylalkylation of Isoprene by Photoredox Catalysis
Listed in ZivaHub
Selective difunctionalization of isoprene, a bulk chemical with annual production, remains a long-standing challenge, primarily due to competing 1,2-, 3,4-, 1,4-, and 4,1-additions and <i>E</i>:<i>Z</i> isomerism.
Description
We report a metal-free photoredox-catalyzed 1,4-arylalkylation via arene C–H functionalization that achieves exclusive regioselectivity and outstanding <i>E</i>:<i>Z</i> stereocontrol (>20:1). Using Mes-Acr<sup>+</sup>BF<sub>4</sub><sup>–</sup> as an organic photocatalyst under visible light, the reaction accommodates various arenes and imines, affording functionalized isoprenes in synthetically useful yields.
Mechanistic studies indicate sequential radical addition and cross-coupling of allylic and α-amino radicals. This protocol offers a direct and selective approach to 1,4-functionalized adducts.
Links
Where it is published
- DOI doi.org/10.1021/acs.orglett.6c03598.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
- From keywords
- Chemistry · Earth & Environmental Science · Evolutionary biology · Life Sciences · Plant biology · Social Science · Sociology
Provenance · 1 source records, 12 field assertions
| Source | Key | Last seen | Raw |
|---|---|---|---|
| ZivaHub | oai:figshare.com:article/34021124 | 13 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:3104 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Evolutionary Biology'] |
| concepts[field].anzsrc:group:3108 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Plant Biology'] |
| concepts[field].anzsrc:group:4410 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Sociology'] |
| concepts[field].local:field:chemistry | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@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:social-science | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@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 |