o-Benzenedisulfonimide as a Powerful and Recyclable Organocatalyst for the Nazarov Reaction

被引：24

作者：

Barbero, Margherita ^{[1
]}

Cadamuro, Silvano ^{[1
]}

Deagostino, Annamaria ^{[1
]}

Dughera, Stefano ^{[1
]}

Larini, Paolo ^{[1
]}

Occhiato, Ernesto G. ^{[2
,3
]}

Prandi, Cristina ^{[1
]}

Tabasso, Silvia ^{[1
]}

Vulcano, Rosaria ^{[1
]}

Venturello, Paolo ^{[1
]}

机构：

[1] Univ Turin, Dipartimento Chim Gen & Chim Organ, I-10125 Turin, Italy

[2] Univ Florence, Dipartimento Chim Organ U Schiff, I-50019 Sesto Fiorentino, Italy

[3] Univ Florence, HeteroBioLab, I-50019 Sesto Fiorentino, Italy

来源：

SYNTHESIS-STUTTGART | 2009年 / 13期

关键词：

Nazarov reaction; Bronsted acid; cyclization; organocatalysis; cyclopentenones; STEREOSELECTIVE-SYNTHESIS; SYNTHETIC APPROACH; CYCLIZATION; ACID; CATALYST; INDANONES; EFFICIENT;

D O I：

10.1055/s-0029-1216819

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

o-Benzenedisulfonimide has been used for the first time as a Bronsted acid catalyst to induce electrocyclization of dienones into cyclopentenones (Nazarov reaction). The catalyst has been used in various organic solvents or under solvent-free conditions and it is entirely recoverable from the reaction mixture. The versatility and the effectiveness of the proposed procedure is demonstrated on a wide range of both activated and inactivated substrates.

引用

页码：2260 / 2266

页数：7

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