Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes

Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes to a new series of [7-6-6] tricyclic system were described. A variety of substituents at the para-position of the phenyl were amenable to this transformation, including electron-donating groups and halides. The presence of electron-do...

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Bibliographic Details
Published inTetrahedron Vol. 70; no. 18; pp. 2956 - 2961
Main Authors Lee, Gon-Ann, Lee, Hsin-Yi, Wang, Wen-Chieh, Cherng, Chih-Hwa
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 06.05.2014
Elsevier
Subjects
Acid-catalyzed
Automobiles
Automotive components
Automotive engineering
Automotive industry
Chemistry
Chemistry, Organic
De-bromine-coupling
Diaryl
Halides
Phenyls
Physical Sciences
Science & Technology
Tetrahedrons
Transformations
Tricyclic system
Tricyclic system
Acid-catalyzed
Diaryl
De-bromine-coupling
ALKENYL HALIDES
AQUEOUS-MEDIA
BOND FORMATION
COPPER
ASYMMETRIC ULLMANN REACTION
ALKYL-HALIDES
NICKEL CARBONYL
ARYL HALIDES
ALLYLIC DIBROMIDES
GRIGNARD-REAGENTS
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Summary:Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes to a new series of [7-6-6] tricyclic system were described. A variety of substituents at the para-position of the phenyl were amenable to this transformation, including electron-donating groups and halides. The presence of electron-donating groups resulted in a more efficient reaction, with higher yields than the case of halides. [Display omitted]
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.03.023