Rhodium-Catalyzed Cascade Annulative Coupling of 3,5-Diarylisoxazoles with Alkynes

Noguchi, Teppei; Nishii, Yuji; Miura, Masahiro

Synthesis (Germany), 2019, 51(1), 258-270

アクセス数:648件（2025-12-08 01:28 集計）

固定URL: https://hdl.handle.net/11094/92690

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タイトル
Rhodium-Catalyzed Cascade Annulative Coupling of 3,5-Diarylisoxazoles with Alkynes
著者
著者名
Noguchi, Teppei
NRID
1000070773787 1000070773787
ORCID
0000-0002-6824-0639 0000-0002-6824-0639
researchmap permalink
y_nishii y_nishii
Scopus Author ID
55233363700 55233363700
著者名
Nishii, Yuji
NRID
1000020183626 1000020183626
ORCID
0000-0001-8288-6439 0000-0001-8288-6439
researchmap permalink
read0013936 read0013936
Scopus Author ID
7402799909 7402799909
著者名
Miura, Masahiro
キーワード等
annulative coupling
C-H activation
isoquinoline
polyaromatic compounds
rhodium catalyst
内容
Noguchi T., Nishii Y., Miura M.. Rhodium-Catalyzed Cascade Annulative Coupling of 3,5-Diarylisoxazoles with Alkynes. Synthesis (Germany) 51, 258 (2019); https://doi.org/10.1055/s-0037-1610376.
抄録
A rhodium-catalyzed cascade annulative coupling of 3,5-diarylisoxazoles with three equivalents of an alkyne proceeds smoothly in the presence of a Cu(II) oxidant, where the sequential construction of isoquinoline and naphtho[1,8- bc ]pyran frameworks connected by a biaryl linkage is achieved by a single operation. Most of the obtained polycyclic compounds exhibit visible fluorescence in both the solution and the solid state. The hexaphenylated isoquinoline-naphthopyran conjugate (R = Ph) as a representative product shows a green emission which can be turned off by making an isoquinolinium salt with an acid. The emission is also reversibly turned on by treatment with a base.
出版者
Georg Thieme Verlagiaorl@iaorl.org
収録物名
Synthesis (Germany)
巻(号)
51(1)
ページ
258-270
刊行年月
2019-01-01
言語
英語
ハンドルURL
https://hdl.handle.net/11094/92690
PISSN
00397881
eISSN
1437210X
関連情報 (isIdenticalTo)
DOI (出版社版)
https://doi.org/10.1055/s-0037-1610376
アクセス権
open access
権利情報
This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
出版タイプ
Version of Record
カテゴリ
学術雑誌論文 Journal Article