Silver and Bronsted Acid Catalyzed Nazarov-Type Cyclizations To Generate Benzofulvenes

被引:87
作者
Cordier, Pierre [1 ]
Aubert, Corinne [1 ]
Malacria, Max [1 ]
Lacote, Emmanuel [1 ]
Gandon, Vincent [1 ]
机构
[1] Univ Paris 06, UPMC, CNRS, Inst Parisien Chim Mol,UMR 7201, F-75005 Paris, France
关键词
allenes; carbocations; cyclization; Nazarov cyclization; silver; LEWIS-ACID; STEREOSELECTIVE-SYNTHESIS; COMPLEXES; ENEDIYNES; DOMINO; 2,5-DIHYDROFURANS; POLYMERIZATION; DERIVATIVES; CONVERSION; FULVENES;
D O I
10.1002/anie.200903675
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Easy as pie: Expedient access to arylsubstituted benzofulvenes is described. a-Hydroxyallenes 1 that bear two aryl groups at C1 (red circle) are directly transformed into these products at room temperature by using silver triflate as a catalyst or Brønsted acids. The transformation involves dealkoxylation and subsequent 4p electrocyclization (Nazarov reaction). © 2009 Wiley-VCH Verlag GmbH &. Co. KGaA.
引用
收藏
页码:8757 / 8760
页数:4
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