Aryl-Allene Cyclization via a Hg(OTf)(2)-Catalytic Pathway

Hg(OTf)(2)-catalyzed aryl-allene cyclization accompanied by formation of a quaternary carbon center has been realized. Deuterium-labeling experiments and computational modeling were used to propose a novel catalytic pathway involving direct H-transfer from the aromatic ring to the vinyl mercury moie...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 18; no. 12; pp. 2864 - 2867
Main Authors Yamamoto, Hirofumi, Ueda, Maho, Yamasaki, Naoto, Fujii, Akiyoshi, Sasaki, Ikuo, Igawa, Kazunobu, Kasai, Yusuke, Imagawa, Hiroshi, Nishizawa, Mugio
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 17.06.2016
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OXIDATIVE CARBOCYCLIZATION
CATALYZED REACTIONS
ANNULATION
AZIRIDINATION
EFFICIENT SYNTHESIS
CHEMISTRY
CYCLOISOMERIZATION
GOLD(I)-CATALYZED INTRAMOLECULAR HYDROARYLATION
ENALLENES
ACCESS
Online AccessGet full text

Cover

More Information
Summary:Hg(OTf)(2)-catalyzed aryl-allene cyclization accompanied by formation of a quaternary carbon center has been realized. Deuterium-labeling experiments and computational modeling were used to propose a novel catalytic pathway involving direct H-transfer from the aromatic ring to the vinyl mercury moiety followed by mercury 1,2-migration.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b01144