Ag-Catalyzed Oxidative ipso-Cyclization via Decarboxylative Acylation/Alkylation: Access to 3-Acyl/Alkyl-spiro[4.5]trienones

被引：69

作者：

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

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

Subbarao, Muppidi ^{[1
,2
]}

Aila, Mounika ^{[1
,2
]}

Prajapti, Santosh Kumar ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Dept Organ Synth & Proc Chem, CSIR, Hyderabad 500007, Andhra Pradesh, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 14期

关键词：

ALPHA-KETO ACIDS; N-ACYLNITRENIUM IONS; ACTIVATED ALKYNES; PROAPORPHINE ALKALOIDS; RADICAL CYCLIZATION; FORMAL SYNTHESIS; ARYLPROPIOLAMIDES; ANNULATION; ACYLATION; SPIROCYCLIZATION;

D O I：

10.1021/acs.orglett.0c01588

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A strategy to functionalized spiro[4.5]trienones, by domino silver-catalyzed decarboxylative acylation or alkylation/ipso-cyclization of N-arylpropiolamides with alpha-keto acids/alkyl carboxylic acids, is presented. This transformation offers a wide range of substituted 3-acyl/alkyl-spiro[4.5]trienones in high yields with a broad substrate scope. The approach was further extended to access fused tricyclic frameworks, 6,7-dihydro-3H-pyrrolo[2,1-j] quinoline-3,9(5H)-diones.

引用

页码：5342 / 5346

页数：5