Copper(ii)-catalyzed oxidative ipso-annulation of N-arylpropiolamides and biaryl ynones with 1,3-diketones: construction of diketoalkyl spiro-trienones

被引：0

作者：

Raji Reddy, Chada ^{[1
,2
]}

Kolgave, Dattahari H. ^{[1
,2
]}

Ajaykumar, Uprety ^{[1
,2
]}

Ramesh, Remya ^{[1
,2
]}

机构：

[1] Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad,500007, India

[2] Academy of Scientific and Innovative Research (AcSIR), Ghaziabad,201, India

来源：

Organic and Biomolecular Chemistry | 2022年 / 20卷 / 34期

关键词：

Catalysis - Copper compounds;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

An unprecedented copper-catalyzed ipso-annulation reaction of N-(p-methoxyaryl)propiolamides with 1,3-diketones has been developed, which enables the assembly of diketoalkylated spiro[4.5]trienones involving oxidative dearomatization in the presence of ammonium persulfate [(NH4)2S2O8] as the oxidant. This protocol was extended to biaryl ynones, efficiently affording the diketoalkylated spiro[5.5]trienones in good yields. The significance of the diketoalkyl functionality has been illustrated by further transformation into 3-pyrazoyl spiro-trienone, a structurally unique motif. © 2022 The Royal Society of Chemistry.

引用

页码：6879 / 6889

共 2 条

[1] Copper(ii)-catalyzed oxidative ipso-annulation of N-arylpropiolamides and biaryl ynones with 1,3-diketones: construction of diketoalkyl spiro-trienones
Raji Reddy, Chada
Kolgave, Dattahari H.
Ajaykumar, Uprety
Ramesh, Remya
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (34) : 6879 - 6889
[2] Synthesis of 3-alkyl spiro[4,5]trienones by copper-catalyzed oxidative ipso-annulation of activated alkynes with unactivated alkanes
Ouyang, Xuan-Hui
Song, Ren-Jie
Liu, Bang
Li, Jin-Heng
CHEMICAL COMMUNICATIONS, 2016, 52 (12) : 2573 - 2576

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