Metal- and Solvent-Free Synthesis of m-Terphenyls by an Iodine-Catalyzed Tandem Formal [3+3]-Cycloaddition/Oxidation

被引：7

作者：

Pavithra, Thangavel ^{[1
]}

Karthiyayini, Gnanaoli ^{[1
]}

Nagarajan, Subbiah ^{[2
]}

Sridharan, Vellaisamy ^{[3
]}

Maheswari, C. Uma ^{[1
]}

机构：

[1] SASTRA Deemed Univ, Sch Chem & Biotechnol, Thanjavur 613401, India

[2] Natl Inst Technol Warangal, Dept Chem, Warangal 506004, Andhra Pradesh, India

[3] Cent Univ Jammu, Dept Chem & Chem Sci, Jammu 181143, Jammu & Kashmir, India

来源：

SYNLETT | 2023年 / 34卷 / 07期

关键词：

terphenyls; chalcones; enamine esters; cycloaddition; iodine catalysis; oxidation; ONE-POT SYNTHESIS; CROSS-COUPLING REACTIONS; MOLECULAR-IODINE; EXPEDITIOUS SYNTHESIS; PRINS-CYCLIZATION; REGIOSELECTIVE SYNTHESIS; OXIDATIVE CONDENSATION; VERSATILE REAGENT; DERIVATIVES; BENZANNULATION;

D O I：

10.1055/a-1903-5174

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A tandem formal [3+3]-cycloaddition/oxidation between chalcones and beta-enamine esters, employing iodine as a catalyst, was developed for the construction of various substituted m-terphenyls. A wide range of chalcones and beta-enamine esters were tested under metal- and solvent-free conditions for the synthesis of substituted m-terphenyls in good to excellent yields in the presence of sulfur as an oxidant. This reaction proceeds with the formation of four new bonds and one new ring, with a high atom economy.

引用

页码：807 / 814

页数：8

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