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 moiet...

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Bibliographic Details
Published in:Organic letters 2016-06, Vol.18 (12), p.2864-2867
Main Authors: Yamamoto, Hirofumi, Ueda, Maho, Yamasaki, Naoto, Fujii, Akiyoshi, Sasaki, Ikuo, Igawa, Kazunobu, Kasai, Yusuke, Imagawa, Hiroshi, Nishizawa, Mugio
Format: Article
Language:English
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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