Rhodium-Catalyzed Regioselective Double Annulation of Enaminones with Propargyl Alcohols: Rapid Access to Arylnapthalene Lignan Derivatives

被引：27

作者：

Nagireddy, Attunuri ^{[1
,2
]}

Dattatri ^{[1
,2
]}

Kotipalli, Ramesh ^{[1
,2
]}

Nanubolu, Jagadeesh Babu ^{[3
]}

Reddy, Maddi Sridhar ^{[1
,2
]}

机构：

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

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

[3] CSIR IICT, Analyt Dept, Hyderabad 500007, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 02期

关键词：

C-H FUNCTIONALIZATION; ACTIVATION; BENZANNULATION; CYCLIZATION; NAPHTHOLS; ALKYNES; YLIDES; YNONES;

D O I：

10.1021/acs.joc.1c02575

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We present here a rhodium-catalyzed oxidative three-point double annulation of enaminones with propargylic alcohols via a C-H and a C-N bond activation to access arylnaphthalene-based lignan derivatives. The key step in the reaction is the regioselective insertion of propargylic alcohol into the rhoda-cycle, a result of hydroxyl rhodium coordination. Necessary control experiments and KIE studies were conducted to determine the mechanism.

引用

页码：1240 / 1248

页数：9

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