Dergi makalesi Açık Erişim
Ahmadli, Dilgam; Sahin, Yesim; Calikyilmaz, Eylul; Sahin, Onur; Turkmen, Yunus E.
{
"DOI": "10.1021/acs.joc.1c03080",
"abstract": "In this work, we developed an efficient method for the rapid construction of fluoranthene skeleton to access a variety of substituted hydroxyfluoranthenes. The 1-iodo-8-alkynylnaphthalene derivatives, which serve as substrates for the key fluoranthene-forming step, were prepared via selective monoalkynylative Sonogashira reactions of 1,8-diiodonaphthalene. The domino reaction sequence which involves a sequential Suzuki-Miyaura coupling, an intramolecular Diels-Alder reaction, and an aromatization-driven ring-opening isomerization has been shown to give substituted hydroxyfluoranthenes in up to 92% yield. This work demonstrates the utility of designing new domino reactions for rapid access to substituted polycyclic aromatic hydrocarbons (PAHs).",
"author": [
{
"family": "Ahmadli",
"given": " Dilgam"
},
{
"family": "Sahin",
"given": " Yesim"
},
{
"family": "Calikyilmaz",
"given": " Eylul"
},
{
"family": "Sahin",
"given": " Onur"
},
{
"family": "Turkmen",
"given": " Yunus E."
}
],
"container_title": "JOURNAL OF ORGANIC CHEMISTRY",
"id": "257897",
"issue": "9",
"issued": {
"date-parts": [
[
2022,
1,
1
]
]
},
"page": "6336-6346",
"title": "Rapid Access to Hydroxyfluoranthenes via a Domino Suzuki-Miyaura/Intramolecular Diels-Alder/Ring-Opening Reactions Sequence",
"type": "article-journal",
"volume": "87"
}
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