One-Pot Ring-Closing Metathesis/1,3-Dipolar Cycloaddition through Assisted Tandem Ruthenium Catalysis: Synthesis of a Dye with Isoindolo[2,1-a]quinoline Structure

被引：39

作者：

Arisawa, Mitsuhiro ^{[1
,2
,3
]}

Fujii, Yuki ^{[1
,2
,3
]}

Kato, Hiroshige ^{[1
,2
,3
]}

Fukuda, Hayato ^{[1
,2
,3
]}

Matsumoto, Takashi ^{[1
,2
,3
]}

Ito, Mika ^{[1
,2
,3
]}

Abe, Hiroshi ^{[1
,2
,3
]}

Ito, Yoshihiro ^{[1
,2
,3
]}

Shuto, Satoshi ^{[1
,2
,3
]}

机构：

[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan

[2] Rigaku Corp, Xray Res Lab, Akishima, Tokyo 1968666, Japan

[3] RIKEN, Adv Sci Inst, Nano Med Engn Lab, Wako, Saitama 3510198, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 03期

基金：

日本科学技术振兴机构;

关键词：

cycloaddition; domino reactions; dyes; pigments; metathesis; ruthenium; OLEFIN METATHESIS; SEQUENCE; CARBENE; ISOMERIZATION; ALKYNES; CYCLOISOMERIZATION; HETEROCYCLES; NITROGEN; HYDRIDE; COMPLEX;

D O I：

10.1002/anie.201206765

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The one-pot tandem reaction of N-alkyl-N-allyl-2-vinylaniline derivatives with benzo- or naphthoquinones and a ruthenium-alkylidene catalyst leads to isoindolo[2,1-a]quinolines in a variety of colors, which can be altered by exchanging the substituent on the core heterocycle (see scheme). This reaction offers a new synthetic method for π-conjugated small molecules from simple aniline derivatives. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1003 / 1007

页数：5

共 10 条

[1] One-Pot Olefin Isomerization/Aliphatic Enamine Ring-Closing Metathesis/Oxidation/1,3-Dipolar Cycloaddition for the Synthesis of Isoindolo[1,2-a]isoquinolines
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[2] One-Pot Ring-Closing Metathesis (RCM)/Oxidation by an Assisted Tandem Ruthenium Catalysis for the Synthesis of 2-Quinolones
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