Gold(I)-Catalyzed Oxidative Cascade Cyclization of 1,4-Diyn-3-ones for the Construction of Tropone-Fused Furan Scaffolds

被引：44

作者：

Hamada, Naoka ^{[1
]}

Yamaguchi, Ayuta ^{[1
]}

Inuki, Shinsuke ^{[1
]}

Oishi, Shinya ^{[1
]}

Ohno, Hiroaki ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 15期

关键词：

OXIDATION/1,2-ALKYNYL MIGRATION/CYCLIZATION CASCADE; GOLD CATALYSIS; POLYCYCLIC COMPOUNDS; EFFICIENT SYNTHESIS; ALKYNES; CYCLOAROMATIZATION; INSERTIONS; INHIBITORS; MIGRATION; CARBENES;

D O I：

10.1021/acs.orglett.8b01524

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Gold(I)-catalyzed cascade cyclization of 1,4-diyn-3-ones with a pyridine N-oxide enabled direct construction of a benzo[6,7]cyclohepta[1,2-b]furan scaffold with the formation of four bonds. This reaction would proceed through oxidative cyclization, alkynyl migration, and 5-endo-dig type cyclization. Synthesis of benzotropone-fused naphtho[1,2-b]furans through a two-step sequence, including epoxidation and In(OTf)(3)-catalyzed intramolecular carbon carbon bond formation, is also presented.

引用

页码：4401 / 4405

页数：5

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